Retire With Ryan

If you’re 55 and older and thinking about retirement, then this is the only retirement podcast you need. From tax planning to managing your investment portfolio, we cover the issues you should be thinking about as you develop your financial plan for retirement. Your host, Ryan Morrissey, is a Fee-Only CERTIFIED FINANCIAL PLANNER TM who lives and breathes retirement planning. He’ll be bringing you stories and real life examples of how to set yourself up for a successful retirement.

What Order Should I Start Withdrawing From My Investment Accounts In Retirement, #318 08/11/2026

What Order Should I Start Withdrawing From My Investment Accounts In Retirement, #318 When you’re moving into retirement, you’re most likely to be starting to ask yourself which investment accounts you should start drawing from first. There’s really no universal answer—retirement withdrawal strategies are deeply personal and situation-dependent. But understanding the implications of each account type and the factors that influence withdrawal order can have a massive impact on your tax burden and the longevity of your assets. You will want to hear this episode if you are interested in... [00:00] Retirement withdrawal strategy options [06:37] Roth IRA and taxable accounts [07:47] Tax implications for investment gains [14:12] Roth IRA conversion strategy [16:17] Real-life retirement income strategies [19:36] Importance of a withdrawal strategy Understanding the Account Types and Their Tax Impact The foundation of your strategic withdrawal plan begins with understanding how each investment account is taxed: 1. Pre-tax Retirement Accounts These include traditional IRAs and 401(k)s, SEP IRAs, and similar plans. Contributions offer a tax deduction, and growth is tax-deferred, but withdrawals are taxed as ordinary income. These accounts are eventually subject to required minimum distributions (RMDs), currently beginning at age 73 or 75, depending on your birth year. Withdrawals here not only increase your reported income but can also impact Medicare premiums and Social Security taxation. 2. Roth Accounts Roth IRAs and Roth 401(k)s are funded with after-tax contributions. Qualified withdrawals are tax-free and—if the original contributor owns the account, not subject to RMDs in your lifetime. This makes Roth accounts especially valuable for flexible, later-stage withdrawals. 3. Taxable Brokerage Accounts These are standard investment accounts not designated for retirement. Withdrawals of principal do not create taxable events; only realized capital gains, dividends, and interest are reported for taxes. One major benefit: capital gains rates can be lower than ordinary income rates and may even reach 0% for some filers. Withdrawals can be easy to manage for opportunistic or requirement-driven needs. Questions to Consider with Personalized Withdrawal Planning Several personal factors play into the best withdrawal order: Are you retiring before 65 and in need of Affordable Care Act (ACA) health insurance? Do you want to minimize future RMDs or leave assets to heirs? When will you begin Social Security or receive pension income? What is your preferred tax bracket and desired lifestyle flexibility? These questions should be revisited regularly, as changes in tax law, health, or legacy wishes can affect your strategy. Real-World Withdrawal Scenarios Coordinating Withdrawals for ACA Subsidies Jonathan retires at 57, pre-Medicare, and must carefully manage his modified adjusted gross income (MAGI) to retain ACA health insurance subsidies. My suggested plan is to combine modest 401(k) withdrawals, reportable dividends, and money market interest to stay below the MAGI threshold. Additional cash needs are met from accounts, like the money market, which don’t affect taxable income. This keeps his subsidy and aligns with income limits, demonstrating the need for multi-account coordination. Reducing Future RMDs and Leaving a Legacy Walter and Amy, 62, want to avoid burdening their heirs with high-tax inheritance on pre-tax accounts. Instead of focusing solely on paying the least tax today, they prioritize Roth conversions while Social Security is delayed, taking advantage of lower brackets now to transfer wealth into tax-free vehicles. Over several years, they could convert hundreds of thousands into Roth IRAs, significantly reducing future RMDs while maximizing wealth transfer. Minimizing Tax on Social Security Christian, 68, blends Social Security with distributions from non-taxable sources like his money market to avoid triggering federal taxes on his Social Security. Careful planning allows him to either keep Social Security tax-free or, with limited IRA withdrawals, incur only minimal tax. The Importance of Ongoing Review and Professional Advice Your withdrawal strategy is not a “set-and-forget” plan. Tax laws, account balances, and individual goals will change over time. I suggest annual reviews and, ideally, working with a specialized financial advisor to continually adjust the plan for optimal tax efficiency and income sustainability. A thoughtful approach, tailored to your personal circumstances and updated regularly, will help you balance tax efficiency, income needs, and legacy goals. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/42375615

3 Ways To Make The Most of Your Restricted Stock Units, #317 08/04/2026

3 Ways To Make The Most of Your Restricted Stock Units, #317 On the show this week, I answer a listener question about restricted stock units, or RSUs—what they are, how they're taxed, and the best strategies for managing them as they vest. I'll take an in-depth look at different types of vesting schedules, tax implications, and the practical choices you have when your RSUs become available. This episode is all about giving you clear guidance to help you make informed decisions about RSUs and making sure your retirement strategy is on the right financial track. You will want to hear this episode if you are interested in... 00:00 Explanation of Restricted Stock Units (RSUs) 04:19 How stock vesting works 05:14 RSUs are treated as ordinary income when they vest 06:52 Understanding RSU Tax Withholding 11:36 Investing in Index Funds 12:58 Matching investment decisions to risk tolerance and goals Restricted Stock Units (RSUs) RSUs represent a promise from your employer to deliver company stock or a cash equivalent in the future once certain conditions, called vesting requirements, are met. These conditions are designed to incentivize and retain employees, ensuring that you benefit as the company grows and performs well. RSUs usually vest in one of three ways: Time-Based Vesting: The most common approach, where shares vest gradually over a specified period. For instance, a 4-year vesting schedule for 1,000 RSUs would typically see 250 shares vest each year. At ESPN and Disney, a 3-year vesting schedule is standard, with shares vesting twice annually—in the summer and fall. Performance-Based Vesting: Shares vest only if certain targets are met, such as revenue goals or profit margins. Some grants only vest if multiple targets are reached. Liquidity Event-Based Vesting: Common in private companies, where shares vest after events like an IPO or a company merger. If you leave your employer before shares vest, you lose any unvested RSUs—a strong incentive to stay. How Are RSUs Taxed? When RSUs vest, the value of the vested shares is treated as ordinary income, just like your regular salary. This income is reported on your W-2 and is subject to federal, state, and payroll (FICA) taxes. Social Security taxes apply up to a certain annual earnings cap ($184,500 in 2026), but Medicare taxes continue regardless of income. To cover your tax liability, employers usually sell enough shares on your behalf (a "sell-to-cover" transaction). For example, if 100 shares vest and 20 need to be sold to cover taxes, you’d end up with 80 shares. Employers typically withhold taxes at a 22% rate; if your annual compensation exceeds $1 million, the withholding rises to 37%. Many employees find themselves under-withheld, especially if they move into higher tax brackets, and may need to adjust their W-4 or set aside additional funds to avoid owing at tax time. What Are Your Options When RSUs Vest? Once RSUs vest, you have several paths forward: 1. Hold the Shares Some employees hold their RSU shares, believing in the long-term prospects of their company. This approach can create significant wealth if the stock outperforms, but it also concentrates risk—especially if your job and sizable net worth are tied to the same company. 2. Sell Immediately Selling your shares right away locks in your gains, minimizes risk, and frees up cash to fund other goals, like buying a house or paying for college. Just be cautious about spending it all; ensure you’re saving enough for long-term needs. 3. Sell and Reinvest Sell your RSU shares and reinvest the proceeds in diversified assets, such as index funds (e.g., S&P 500 or total market funds), or bonds if you have a lower risk tolerance. This strategy provides broader market exposure and can reduce the risk inherent in holding too much of a single company's stock. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/42298425

Accessing Your 401k Early With The Rule of 55, #316 07/28/2026

Accessing Your 401k Early With The Rule of 55, #316 For many Americans, the idea of retiring before age 59 and a half often seems out of reach, particularly when the bulk of their savings sits in an employer-sponsored 401(k) or 403(b) plan. Traditionally, the tax code penalizes early withdrawals from these accounts. However, the Rule of 55 could open the door to a more flexible, penalty-free early retirement. On this episode, I’ll share more about this IRS provision, who qualifies, how to use it wisely, and potential hazards to avoid. You will want to hear this episode if you are interested in... [00:00] Overview of the Rule of 55 and its relevance to retirement savers [02:20] IRS provision allowing penalty-free withdrawals before age 59½ [05:03] Withdrawing from employer 401k early [07:19] Understanding the Rule of 55 [10:06] Common scenarios where Rule of 55 is useful [12:11] Does not apply if funds are rolled into an IRA A Deep Dive Into the Rule of 55 The IRS usually limits penalty-free withdrawals from retirement plans until you are 59½. Withdrawals before then typically face a 10% early withdrawal penalty on top of regular income taxes. The Rule of 55 is an exception, allowing people who leave their jobs in or after the calendar year they turn 55 to access funds from their employer’s plan without being penalized. There are several conditions to qualify: You must have left (voluntarily or involuntarily) your employer on or after reaching age 55 within the same calendar year. The funds must remain in the retirement plan of your most recent employer; this rule does not apply to old 401(k)s or IRAs. Who Qualifies for the Rule of 55? To benefit from the Rule of 55, you must separate from your employer (by retiring, being laid off, or quitting) in the year you turn 55 or later. Importantly, the provision only applies to the plan at your most recent employer. If you have funds in 401(k)s from previous jobs, they are not eligible—unless you move those funds into your current employer’s plan before you separate. This rule does not apply to IRAs of any kind. Strategic Considerations Before Using the Rule Accessing your retirement funds early can provide flexibility, but there may also be drawbacks. Consider the following aspects before making withdrawals: 1. Plan-Specific Rules Not every employer allows post-separation distributions that leverage the Rule of 55. Check your plan document or HR department to confirm eligibility. Some plans may even restrict withdrawals to lump-sum distributions—a move that could trigger a significant tax event. 2. Tax Implications The Rule of 55 lets you avoid the 10% early withdrawal penalty, but income taxes still apply to distributions from pre-tax 401(k)s. If you’re withdrawing from a Roth 401(k), only qualified distributions escape taxation, earnings could still be taxed if the account isn’t at least five years old or you haven’t reached 59½. 3. Returning to Work You can still take penalty-free withdrawals from your old plan and work elsewhere, you just can’t return to the same employer and continue penalty-free distributions from that plan. 4. Preserving Your Nest Egg Large or ill-timed withdrawals can erode your investments and disrupt your long-term retirement security. It’s crucial to view withdrawals in the context of a potential 25- to 35-year retirement span. Common Scenarios and Use Cases Unexpected Job Loss: After an unexpected layoff at age 57, you can supplement your income using penalty-free 401(k) withdrawals until age 59½. Bridging Pension Gaps: If your pension doesn’t kick in until 60 but you retire at 56, the Rule of 55 can provide necessary cash flow for those interim years. Semi-Retirement Transitions: Those shifting to part-time work or consulting may use partial withdrawals to cover living expenses while ramping up new income streams. Using the Rule of 55 requires careful planning and a clear understanding of your plan’s rules and your long-term income needs. Before making any moves, consult with a financial advisor to develop a sustainable retirement withdrawal strategy. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/42223605

How To Avoid Taxes On The Sale Of Your Primary Residence, #315 07/21/2026

How To Avoid Taxes On The Sale Of Your Primary Residence, #315 For many retirees, their home isn't just a place of comfort, it’s one of the largest assets on their balance sheet. However, beyond the emotional value and the years of accumulated equity, there's an often-overlooked reality: selling your primary residence can bring an unexpected tax bill. If you’re contemplating a sale or want to ensure you’re planning wisely, understanding the IRS’s primary residence capital gains exclusion is essential. On the show this week, I break down what this exclusion means, who qualifies, how to maximize its benefits, and the critical planning steps to avoid a nasty tax surprise. You will want to hear this episode if you are interested in... [00:00] Understanding capital gains exclusion [03:52] Capital gains exclusion requirements [07:40] Reducing taxes on home sale [11:31] Calculating capital gains tax [14:57] Impact of capital gains on IRMAA The Primary Residence Capital Gains Exclusion Thanks to the IRS, many homeowners can exclude a substantial portion of the capital gains realized from the sale of their primary residence. Single tax filers can exclude up to $250,000 of gains while married couples filing jointly enjoy up to a $500,000 exclusion. In practical terms, this means if your gain from selling your home stays within these thresholds, you may owe no federal tax on that profit. Who Qualifies for the Exclusion? Before assuming you’ll benefit from this significant tax break, it's important to meet all IRS requirements: 1. The Ownership and Use Test: You must have lived in the home as your primary residence for at least two of the five years preceding the sale. These years don’t need to be consecutive, but they must total at least 24 months within the five-year window. 2. Exclusion Frequency: You cannot have claimed the exclusion on another home sale within the past two years. 3. Acquisition History: The property generally cannot have been acquired through a 1031 like-kind exchange in the previous five years. Special Rule for Widows and Widowers: If you've recently lost your spouse, you may still qualify for the full $500,000 exclusion if you sell within 24 months of your spouse's passing, don’t remarry during this period, and have satisfied the other ownership and use requirements. Why More Homeowners Now Face Capital Gains Taxes Home values have seen record appreciation over the last three decades, but the exclusion thresholds haven’t changed since 1997. A homeowner who bought in their 20s or 30s might now find that decades of appreciation have pushed them well beyond the exclusion limits—and into taxable territory. If your gains surpass the exclusion, any additional gains are taxed either as short-term (if you've owned the home for a year or less) or, more commonly for longtime owners, as long-term capital gains (taxed at 0%, 15%, or 20% depending on your income). Maximize Your Savings: Track and Increase Your Cost Basis One of the most effective strategies to reduce your taxable gain is to properly track and boost your home's cost basis. Your cost basis starts with your original purchase price and is increased by certain acquisition costs (settlement fees, title insurance, legal fees, etc.). Most importantly, capital improvements—such as room additions, roof replacement, major kitchen or bath remodels, or HVAC system upgrades—can be added. Routine maintenance and minor repairs generally don’t increase your basis, so keeping thorough records of major projects and associated costs is crucial. Medicare Premiums and Tax Strategy Selling your home and realizing a large capital gain may bump you into a higher Medicare premium bracket, known as IRMAA, which can affect your Part B and Part D premiums a couple of years after the sale. This makes it essential to coordinate a home sale with your overall income strategy and consult both a financial advisor and CPA before listing your home. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/42148290

Give Your Child or Grandchild A Head Start On Retirement With a Trump Account, #314 07/14/2026

Give Your Child or Grandchild A Head Start On Retirement With a Trump Account, #314 On July 4, 2026, a groundbreaking opportunity opened for parents and guardians aiming to give their children a head start on their financial journey: Trump Accounts. Created as part of the OBBA Tax Act (“One Big Beautiful Bill” Tax Act) of 2025, these tax-advantaged investment vehicles provide a unique way to grow wealth for minors. In this episode, I break down what Trump Accounts are, who’s eligible for generous bonuses, how to get started, and how they compare to other common savings options like 529 plans. You will want to hear this episode if you are interested in... [00:00] Understanding Trump accounts for children [04:22] What are the baby bonus qualifications? [09:04] Opening a Trump investment account [11:37] Comparing Trump accounts to 529 plans [16:07] Converting IRA for tax-free growth [17:15] Benefits of Trump accounts Unlocking the Potential of Trump Accounts Trump Accounts are designed for children under 18 who have a valid Social Security number. Funded with after-tax dollars, these accounts work similarly to retirement accounts, with investments inside the account compounding tax-deferred. That means any dividends, interest, or capital gains grow without being taxed until withdrawal—effectively turbocharging your child’s investment returns. Once the child turns 18, the account automatically converts to an IRA in their name. Withdrawals are then subject to traditional IRA distribution rules: generally, penalty-free access begins at 59½, although exceptions exist, such as those for first-time homebuyers or qualified education expenses. Who’s Eligible for Bonuses? One of the biggest draws of Trump Accounts is the potential for substantial bonus contributions. $1,000 Federal Bonus: Children born between January 1, 2025, and December 31, 2028, automatically qualify for a $1,000 government deposit. This eligibility is irrespective of parental or child income, provided the child is a US citizen with a valid Social Security number. $250 Dell Foundation Grant: For children born before 2025 who are under 10 years old, the Michael and Susan Dell Foundation offers a $250 grant. Eligibility extends to those living in zip codes where the median household income falls below $150,000. Trump Accounts vs. 529 College Savings Plans Given the array of college savings vehicles available, how do Trump Accounts stack up to the well-established 529 plan? Here’s a quick comparison: 529 Plans: Designed specifically for education expenses, 529 plans offer tax-deferred growth and tax-free withdrawals for qualified expenses. They also allow conversion of up to $35,000 to a Roth IRA under certain conditions if the funds are unused for education costs. Trump Accounts: More flexible since, after age 18, the funds move to an IRA in the beneficiary’s name. While distributions for education from a Trump Account IRA are taxed as ordinary income (with penalties waived for qualifying expenses), the account’s chief power is in supercharging long-term retirement savings for the child. Should You Open a Trump Account? If your child or grandchild qualifies for the $1,000 or $250 bonuses, opening an account is almost a no-brainer. For others, the decision will come down to your savings goals. Trump Accounts offer unmatched momentum for retirement savings, while 529s are still preferred for pure college saving. The earlier you start, the greater the rewards of compounding. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/42054870

Avoid These 7 Scenarios to Keep Your Medicare Premiums Lower In Retirement, #313 07/07/2026

Avoid These 7 Scenarios to Keep Your Medicare Premiums Lower In Retirement, #313 Medicare brings peace of mind to millions of retirees, but for those with higher incomes, there’s an added layer of complexity called IRMAA—the Income Related Monthly Adjustment Amount. If your modified adjusted gross income (MAGI) crosses certain thresholds, you may end up paying substantially more for your Medicare Part B and Part D coverage. In this article, we break down how IRMAA works, outline common scenarios that may unexpectedly raise your premiums, and offer actionable strategies to help you avoid unnecessary costs during your retirement years. You will want to hear this episode if you are interested in... [02:14] How IRMAA works [04:09] IRMAA income brackets and premium increases [05:43] General strategies and limitations for avoiding IRMAA [09:49] Managing Capital Gains and Medicare costs [10:41] Understanding the possibility of unexpected large gains pushing income higher [12:37] Impact of spouse passing on taxes [14:54] Avoiding IRMAA surcharge What Is IRMAA, and How Does It Work? IRMAA adds a surcharge to your standard Medicare Part B and Part D premiums if your income exceeds specific limits. The calculation uses your Modified Adjusted Gross Income (MAGI) from your federal tax return for the prior two years. For example, your 2026 Medicare premium is determined by your 2024 tax return figures. This “two-year lag” means financial decisions made today could impact your healthcare costs down the line. In 2024, the standard Part B premium is $202.90 per month. However, single filers reporting over $109,000 or married couples filing jointly above $218,000 pay $284 each per month, per person. Surpassing $137,000 (single) or $274,000 (joint) pushes your premium to $405.90—more than double the baseline. Part D premiums are also subject to surcharges, ranging from $14.50 to $91 per month at the highest income levels. Seven Scenarios That Can Trigger IRMAA—and How to Prepare While some situations are unpreventable, being aware of these common scenarios can help you make informed choices and potentially minimize your IRMAA exposure. 1. Municipal Bond Income: Not as Tax-Free as You Think Many investors favor municipal bonds for their federal tax-exempt status. Unfortunately, while this income is absent from your regular AGI, it is added back into your MAGI when calculating IRMAA. If you're relying heavily on munis in retirement, this could unexpectedly inflate your Medicare premiums. Consider alternative investments or relocating those assets into accounts or vehicles where this income is shielded, like certain annuities, after consulting with a qualified financial advisor. 2. Capital Gains on Your Home Sale When selling your primary residence, you can exclude up to $250,000 of gain if single or $500,000 if married, provided you meet the two-out-of-five-years residency rule. Gains above these thresholds are taxable and count toward your MAGI. Good record-keeping for home improvements can help increase your cost basis and reduce the taxable gain, but there aren’t many strategies to avoid this spike if a large gain is unavoidable. 3. Profits from Investment Property Sales Selling an investment property can generate significant capital gains. But unique to investment real estate, the IRS allows you to defer these gains through a 1031 exchange—selling one investment property and reinvesting the proceeds into another. This move postpones the tax hit and the associated IRMAA impact, possibly indefinitely if you use the stepped-up basis at death. 4. Surprise Mutual Fund Capital Gains If you own mutual funds outside retirement accounts, unexpected capital gains distributions from within the fund (for example, after large stock sales like Apple) could spike your MAGI. To mitigate this, consider shifting from mutual funds to individual stocks, bonds, or exchange-traded funds (ETFs), which typically generate fewer surprise capital gains. 5. Roth Conversions are Great for Taxes, But Be Careful While Roth conversions can be powerful tax strategies, converting a sizable sum from a pretax IRA to a Roth IRA counts as income for IRMAA purposes. Carefully plan the size and timing of conversions to avoid pushing yourself into a higher premium bracket without realizing it. 6. The Financial Impact of Losing a Spouse Widowhood or widowerhood can be doubly difficult; not only do you suffer personal loss, but your filing status shifts to single, drastically lowering the income thresholds for IRMAA. If you expect changes in income or status, make proactive plans with your advisor to help smooth your MAGI. 7. Large, One-Time Retirement Account Withdrawals Big withdrawals from IRAs or 401(k)s—perhaps to buy a car or fund a vacation home—could catapult your income into a higher IRMAA tier. Consider spreading large purchases over several years or evaluating alternative financing options to keep retirement account withdrawals more manageable. Small Decisions Add Up While IRMAA might not be avoidable for everyone, being strategic about income sources, withdrawals, and investment choices can reduce surprises and keep more of your retirement income where it belongs—with you. Always consult with a financial advisor familiar with your unique situation before making significant financial moves. Keep your knowledge current and your planning proactive to support a more cost-effective retirement. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/41981760

Do Actively Managed Funds Perform Better Than Index Funds In Volatile Markets? #312 06/30/2026

Do Actively Managed Funds Perform Better Than Index Funds In Volatile Markets? #312 When it comes to planning for retirement, one of the most commonly faced decisions is how to invest for long-term growth and stability. In turbulent times, market volatility often generates renewed debate on whether index funds, or their actively managed counterparts, offer the better path for accumulating wealth. On this episode of the show, I’m unpacking what index funds are, how they stack up against actively managed funds, and what the latest data reveals about performance during both quiet and volatile markets. You will want to hear this episode if you are interested in... [00:00] Understanding index funds and actively managed funds [05:55] Stock picking and bond strategies [07:21] Comparing index funds to active funds [11:44] 2025 market performance and instability [13:43] Low probability of selecting an outperforming active fund [15:42] Investing in index funds Understanding Index Funds and Active Management The conversation focused on clarifying the definitions and roles of both index funds and actively managed funds in a portfolio. Index funds are mutual funds or exchange-traded funds (ETFs) specifically designed to track an index, such as the S&P 500, which comprises the 500 largest companies in the U.S. However, indexes extend well beyond large-cap U.S. companies to include mid-size, small-cap, international, emerging markets, real estate, and various bond markets. Actively managed funds, in contrast, are overseen by managers aiming to outperform their index benchmarks by selectively choosing investments they believe will generate higher returns. Several points were raised, including that these managers may focus on only a subset of the companies in an index, relying on research, forecasts, and periodic rebalancing in an attempt to add value. The Cost Factor: Why Fees Matter Management expenses are an ongoing drag on returns. Index funds typically charge extremely low fees, often around 0.1% annually, because they passively track an index and involve little decision-making. In contrast, actively managed funds average around 1% or more per year, reflecting the higher costs of professional research, trading, and active oversight. This fee gap means that even if an active manager chooses well, they must first clear a substantial hurdle just to keep pace with an index fund. What the Data Shows About Performance in Volatile Markets In the volatile year of 2025, only 38% of actively managed funds outperformed their passive benchmarks in the U.S. stock market. For large-cap stocks like those in the S&P 500, the number was even lower—just 30%. International stock managers fared slightly better, with a 48% success rate, and emerging market funds did the best, at 64%. However, over longer periods, the active management advantage all but disappears. Over 10 years, only 8.1% of large-cap blend active managers beat their benchmarks, with small-cap and international funds performing marginally better, and bond managers seeing a 41% success rate. But for 20-year periods, even those slim advantages deteriorated further. Should Index Funds Still Be the Core of a Retirement Portfolio? The data strongly supports favoring index funds for most of a retirement portfolio, especially for stock allocations. Index funds keep costs low, are simple to implement, and historically have delivered better risk-adjusted returns for the vast majority of investors across long time horizons. While some areas, such as certain bond categories or emerging markets, may occasionally offer pockets of relative opportunity for active managers, these successes are rare, short-lived, and hard to identify in advance. For most retirees, sticking primarily with index funds and maintaining a diversified, long-term approach remains the prudent and statistically advantageous strategy, regardless of temporary episodes of market turmoil. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/41887150

Is Your Money Safe With Schwab or Fidelity? #311 06/23/2026

Is Your Money Safe With Schwab or Fidelity? #311 This week, I’m tackling a question that’s on the minds of many investors: How safe is your money with major brokerage firms like Fidelity and Charles Schwab? In light of recent high-profile bank collapses and widespread concerns about financial security, I discuss how banks and brokerage firms operate differently, what protections exist for your investments, and what would happen if a major brokerage firm were to collapse. Whether you’re considering how best to safeguard your assets or wondering about the real risks of brokerage failures, this episode will provide the clarity and peace of mind you need for your retirement planning. You will want to hear this episode if you are interested in... 00:00 Bank failures and investor concerns 05:58 Protecting your money in banks 09:18 Discussing investment safeguards 12:08 Brokerage account safety reassurance 13:08 Should you consolidate your broker accounts? Why Investors Worry It’s natural for investors to worry about the safety of their money, especially after the events of 2023, when several banks—Silicon Valley Bank, Signature Bank, First Republic Bank, and Citizens Bank—collapsed, shaking public confidence in U.S. financial institutions. Even rumors and social media speculation about potential trouble at a major brokerage like Schwab can fuel anxiety among clients and investors. How Banks Actually Work: Your Money Becomes the Bank’s Money When you deposit money in a bank, you’re essentially lending money to that institution. The bank can then use those deposits to fund loans, mortgages, and other investments. This works well—until poor investments or insufficient collateral put depositor money at risk, which is exactly what happened with Silicon Valley Bank following its risky bets on long-term treasuries. If a bank collapses, customers may lose deposits above the FDIC insurance limit, which is $250,000 per account owner. Brokerage Accounts: A Different—and Safer—Model Brokerage firms like Charles Schwab and Fidelity operate under a different structure that provides a stronger layer of legal protection for client assets. Here’s the key distinction: The assets in your brokerage account—stocks, bonds, mutual funds—are not the brokerage firm’s property. They are held in custody, separate from company assets, and protected by a legal firewall. If Schwab or Fidelity collapsed, only the company’s assets—like buildings and offices—would be at risk, not the assets in client brokerage accounts. Those client assets are held in separate custodial accounts and cannot be used to pay the firm’s creditors. It’s a little like using a storage facility: you lock up your investments, and nobody (including the brokerage firm) can access those contents for its own purposes. What Happens During a Brokerage Collapse? If a major brokerage like Schwab were to fail, the Securities Investor Protection Corporation (SIPC) would step in. SIPC protection covers up to $500,000 per customer, including up to $250,000 in cash. However, most brokerages, including Schwab and Fidelity, carry additional insurance beyond SIPC requirements. The SIPC acts much like a disaster relief agency: it verifies customer assets, ensures funds have not been misappropriated, and arranges to transfer accounts to another brokerage within days. The customer receives uninterrupted access to all their investments and holdings at the new firm. Your Money Is Safer Than You Think The legal and operational structure of brokerage firms offers significant protection. Even in the unlikely event of a collapse, your investments would transfer intact to another brokerage. The only real risk would be investment market performance—not insolvency of the brokerage firm. It’s even unnecessary to split your assets between brokerages purely out of safety concerns—it might simply make your finances harder to manage. Investor protections for brokerage accounts are robust. With legal safeguards, insurance protection, and established practices for handling firm failures, you can rest assured that your assets at firms like Schwab and Fidelity are secure—even in a worst-case scenario. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/41725940

How To Make Your Brokerage Account Work Like A Roth IRA, #310 06/16/2026

How To Make Your Brokerage Account Work Like A Roth IRA, #310 When it comes to planning for retirement, Roth IRAs have gained widespread attention for their tax-advantaged status and the promise of tax-free withdrawals in retirement. Financial experts, YouTubers, and podcasters have been touting the benefits of contributing to or converting assets into Roth accounts for years. But an often-overlooked vehicle could empower you to manage your investments just as efficiently: the humble taxable brokerage account. Surprisingly, with the right strategy, you can even pay 0% capital gains tax, mirroring one of the biggest appeals of a Roth. You will want to hear this episode if you are interested in... 00:00 Overlooked benefits of after-tax brokerage accounts 02:29 Limitations of the Roth IRA 06:20 Tax implications of brokerage accounts 07:57 Tax benefits of growth stocks 13:14 Understanding Tax Brackets and Deductions 16:53 Inheritance rules for IRAs vs. brokerage accounts 17:44 Managing taxable brokerage accounts Understanding Taxable Brokerage Accounts A taxable brokerage account lets you invest in virtually anything: stocks, mutual funds, bonds, ETFs, and more. These accounts, however, are often dismissed when compared to their tax-advantaged counterparts because: Annual Taxation: Every year, you pay tax on dividends, interest, and any realized gains. Ordinary Income Tax on Short-Term Gains and Interest: Holdings sold within one year and earned interest are taxed at your regular income rate. Potential for Long-Term Capital Gains Tax: Sales after more than one year are taxed at the long-term capital gains rate, which is typically lower. When used strategically, they offer flexibility and powerful tax advantages. Making Your Brokerage Account Behave Like a Roth The key to unlocking Roth-like benefits is understanding how and when taxes apply—and how to minimize them. Invest strategically and focus on growth over dividends. Choose investments that don’t pay dividends, such as growth stocks or low-dividend index funds. No dividends mean no annual income to be taxed because gains are only taxed when you sell. You can also use Index Funds and ETFs, which usually distribute minimal dividends and capital gains, keeping annual taxes low. Avoid open-end mutual funds in taxable accounts, as they tend to generate capital gains every year, eroding long-term growth with recurring taxes. Realizing 0% Capital Gains If your total taxable income (after deductions) stays within the 12% tax bracket—a figure that for 2026 is $50,400 for singles and $108,800 for married couples file jointly—you can sell appreciated assets and owe 0% in federal capital gains tax. It’s wise to time withdrawals, plan major sales during years with little other income—such as early retirement or a gap year—to fall within the 0% bracket. Keep an eye on your other sources of income: IRA withdrawals, Social Security, and pensions count toward taxable income, potentially bumping gains into the taxable range. Estate Planning Advantages Taxable accounts also offer: Ability to Borrow: Take loans against your investments without triggering taxable events Step-Up in Cost Basis: Heirs inherit assets at their market value on your death, often eliminating capital gains on past appreciation—a feature that Roths don’t fully replicate. By understanding how to structure and manage your taxable brokerage account, you can access strategic flexibility—not just in managing withdrawals, but in transferring wealth to future generations. The “secret” is simply knowing and applying the rules, with tax-aware investing and withdrawal strategies smoothing the way for potentially tax-free wealth growth and transfer. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/41637510

5 Reasons To Not Invest Your Retirement Savings In Variable Annuities, #309 06/09/2026

5 Reasons To Not Invest Your Retirement Savings In Variable Annuities, #309 Variable annuities are often promoted as a secure way to generate guaranteed income during retirement, drawing the attention of retirees seeking stability for their nest eggs. But beneath the surface, these products frequently come with complications and costs that can erode your savings and limit your financial flexibility. In this episode, I share the details of the often-overlooked downsides of variable annuities and give you some important insights every investor should consider. You will want to hear this episode if you are interested in... [03:14] What is a Variable Annuity? [04:27] Understanding Annuity Benefits and Growth [08:41] Lack of fee transparency in annuities [09:45] Variable annuity investment drawbacks [14:59] Avoiding variable annuity pitfalls What Is a Variable Annuity? A variable annuity is an investment product sold by insurance companies, offering a selection of investment accounts, referred to as sub-accounts, designed to mimic mutual fund performance. The tax-deferred growth inside the annuity is often touted as a major benefit. This tax deferral is redundant for retirement investors who already enjoy similar benefits in IRAs or 401(k)s. Many variable annuities advertise living benefits, such as guaranteed lifetime withdrawals. For instance, a $100,000 investment could guarantee $5,000 per year for life, regardless of the contract's cash value. Some contracts offer guaranteed “growth” of your future income base, but crucially, this is not money you can cash out: it simply determines your withdrawal amount, not your walk-away value. The catch is that these appealing features come at a steep price. Fee Structures are the Hidden Drain on Returns One of the most significant drawbacks of variable annuities is their high-cost structure. These costs can be organized into three main categories: Mortality and Expense (M&E) Charges: Annual administrative fees imposed by the insurance company, typically ranging from 1% to 2% per year. Sub-Account Fees: Investment management fees that vary depending on your chosen investments. While some options are slightly less expensive, others can reach up to 2% annually. Rider Fees: If your contract includes a guaranteed income benefit, expect an additional 1%-2% per year for this privilege. Combined, these expenses can easily total 3% to 4% annually, making variable annuities arguably the most expensive retirement investment around. What You Don’t See CAN Hurt You Transparency is another major shortfall in the world of variable annuities. Many investors are not fully aware of the high fees they’re paying. While the fees are listed in the prospectus, many advisors fail to highlight them, and statements often obscure these charges. Understanding true costs requires diligent reading of the fine print, and even then, variations in sub-account performance can lead to unexpected results. You may believe you’re mirroring mutual fund returns, but annuity sub-accounts are not identical and can significantly underperform. The promise of guaranteed income comes at a heavy cost. For the insurance company’s guarantee to pay off, you’d generally need to either live well beyond average life expectancy or experience long-term poor market performance. Since withdrawal rates are limited and fees are high, over the long run, variable annuities may yield less retirement income or reduce the amount left to your heirs. Look Beyond the Sales Pitch Variable annuities can be marketed to highlight only the positives, but it's important to consider the high fees, lack of transparency, poor risk-return tradeoff, inflexibility, and opportunity costs involved. Before committing your retirement savings, do your homework—or consult a truly fiduciary advisor—and make sure variable annuities are the best fit for your long-term goals. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/41571415

Avoid These 4 Scams To Protect Your Retirement Savings, #308 06/02/2026

Avoid These 4 Scams To Protect Your Retirement Savings, #308 This week, we tackle the alarming rise in financial scams targeting retirees and their hard-earned savings. With insights straight from the FBI and real-world examples of scam attempts, I break down the key tactics used by fraudsters and reveal the subtle ways they can gain access to your retirement accounts. From sophisticated account takeovers to fake invoice emails, you'll learn the warning signs to watch for—and, most importantly, practical strategies to protect yourself and your financial future. You will want to hear this episode if you are interested in... [00:00] How financial scams work and what listeners can do to protect themselves [03:27] Recognizing scam tactics and risks [09:38] Recognizing fake invoice scams [10:36] Email scams and malware threats [16:30] Adding verbal passwords for security [17:28] Avoiding financial scams Why Retirees Are in Scammers' Crosshairs Retirees often represent an attractive target to scammers, thanks to years of diligent saving and sometimes less familiarity with new scam techniques. With the Federal Bureau of Investigation noting a surge in financial fraud, understanding the mechanics of modern scams is essential. Scammers rely on a proven formula: Use of a trusted-looking sender Creation of a sense of urgency Sufficient believable details to seem legitimate When you recognize these methods, retirees and their families can more easily spot fraud attempts and prevent the devastating loss of hard-earned assets. Four Scams Every Retiree Needs to Know 1. The Account Takeover Arguably, the most damaging scam involves fraudsters masquerading as your bank or investment firm. It starts innocuously: a text asks if you authorized a transaction. Replying prompts a phone call from a supposed representative. Thanks to massive data breaches, these scammers may already know your personal details — they just need one missing piece. They’ll convince you to read out a "security code" sent by your institution. Handing over this code gives the scammer direct account access, allowing them to transfer funds instantly. Importantly, because you authorized the transaction, financial institutions like Charles Schwab often won’t reimburse the loss. 2. The Debt Collector Text Message Here, you get a text from a “debt collector” referencing a fictitious account, amount, or government agency. Designed to provoke fear and haste, these messages trick recipients into calling the number provided or clicking a link — both of which compromise your security or lead to unauthorized payments. 3. The Unpaid Toll Notification You receive an alert for a small, believable toll charge. With such a trivial amount, many people click the link and pay without thinking, handing over payment info to scammers who make larger, unauthorized withdrawals. 4. The Fake Invoice Email Sophisticated emails may claim to be from reputable companies like Microsoft, complete with realistic logos and urgent language about an outstanding invoice. The danger here is twofold: opening the attachment can load malware or ransomware onto your device, or responding to the invoice sends money straight to a crook. Always verify the sender before clicking links or attachments. Great Habits for Scam Prevention This is my seven-point toolkit to keep you one step ahead of scammers. Practice these habits consistently to stay safe: Slow Down: Scammers exploit urgency. Pause, breathe, and verify requests. Don’t Answer Unknown Numbers: Let unfamiliar calls go to voicemail, especially those spoofing local area codes. Avoid Clicking Suspicious Links: Always visit official websites or use verified contact numbers when responding to alerts or billing issues. Guard Your Personal Information: Never share sensitive info like PINs, passwords, or codes unless you started the interaction. Use Authenticator Apps: These offer extra security beyond SMS-based codes, which can be intercepted. Add Verbal Passwords to Accounts: Financial institutions often allow this as an additional security measure. Assume It’s a Scam: When in doubt, err on the side of caution and reach out to institutions through official channels. Diligence is Your Best Defense Scams will continue to evolve, but the best protection comes from vigilance and skepticism. Always vet instructions that involve your money, pause before acting, and confirm legitimacy through direct contact. Your savings represent a lifetime of work; protect them fiercely so they’ll serve you for years to come. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/41493240

What Is The Required Minimum Distribution On A $1,000,000 Retirement Account, #307 05/26/2026

What Is The Required Minimum Distribution On A $1,000,000 Retirement Account, #307 Retirement planning extends well beyond simply saving enough during your working years—it plays out with every decision you make once you stop working. One crucial, sometimes overlooked, aspect is managing Required Minimum Distributions (RMDs) from your retirement accounts. If you have a retirement account approaching your RMD age, this episode breaks down the essential rules based on your birth year, how to calculate your distribution using the IRS tables, and key tax implications to keep in mind. You’ll also get actionable tips to help minimize your future RMDs, from optimizing your income plan and leveraging Roth conversions to using qualified charitable distributions. You will want to hear this episode if you are interested in... [00:00] RMD rules and calculations [05:10] RMDs and distribution timing [09:03] Retirement accounts and RMD rules [14:22] Tax strategies for retirement planning [17:00] Common RMD mistakes and solutions [19:21] Proper charitable distribution process What Are Required Minimum Distributions (RMDs)? RMDs are the minimum amounts you must withdraw annually from certain retirement accounts starting at a specific age, as mandated by the IRS. These distributions apply to traditional IRAs, rollover IRAs, SIMPLE IRAs, SEP IRAs, 401(k)s, 403(b)s, 457 plans, and profit-sharing plans. Importantly, Roth IRAs and Roth 401(k)s are exempt from RMDs, and regular taxable investment accounts are not impacted. The required age for beginning RMDs now depends on your birth year: If you were born between January 1, 1951, and December 31, 1959, RMDs start at age 73. If born on January 1, 1960, or later, RMDs begin at age 75. Tax Implications of RMDs RMDs are taxed as ordinary income. If you’re not careful, withdrawals can bump you into a higher tax bracket, increase how much of your Social Security is taxable, or trigger additional Medicare Part B and Part D premiums due to IRMAA. Failing to withdraw the required amount carries a steep penalty—25%, reduced to 10% if corrected within two years. Strategies to Lower Your RMDs Don’t put all your savings in pre-tax accounts. Split between traditional and Roth accounts or invest some in taxable brokerage accounts, which aren’t subject to RMDs. It can be useful to collaborate with a financial advisor to create a withdrawal strategy that minimizes taxes by pulling funds strategically from different account types. You can also convert portions of your pre-tax accounts to Roth IRAs in years when your income (and tax bracket) is lower, helping “fill the bucket” at the lowest rates. If you retire early, delaying Social Security until age 70 increases your benefit and can create years of low taxable income—perfect for executing Roth conversions. If you’re 70½ or older, you can also donate up to $100,000 per year directly from your IRA to a qualified charity. These gifts count toward your RMD but are excluded from taxable income. Enjoying a Comfortable Retirement Navigating RMDs isn’t just about following IRS rules—it’s an ongoing strategy to keep your taxes low and your retirement income steady. By understanding your obligations and using the available tools, you can maximize your retirement savings and create a more secure future. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/41414470

Are You Receiving Your Full Spousal Social Security Benefit? #306 05/19/2026

Are You Receiving Your Full Spousal Social Security Benefit? #306 Are you getting your full entitlement, spousal Social Security, or—like one of my recent clients—missing out on hundreds, even thousands, of dollars each year? This week, I discuss how spousal benefits work, what the eligibility requirements are, and the critical steps you need to take to ensure you aren't leaving money on the table. If you or your spouse are nearing retirement or already collecting benefits, this episode will equip you with the knowledge to maximize your Social Security income and avoid common mistakes. You will want to hear this episode if you are interested in... [00:00] Spousal social security benefits [01:56] Criteria for receiving spousal benefit [02:25] Calculation of spousal social security benefit [07:26] Confusion when both spouses are eligible for their own and spousal benefits [09:46] Sue's social security increase [11:24] Misconception that adjustments are automatic Understanding Spousal Social Security Benefits If you are married (or divorced after a marriage of at least 10 years), you may qualify for spousal Social Security benefits. For those with limited earning histories or lower primary insurance amounts (PIA), this benefit is especially valuable. At your full retirement age (FRA)—which is 67 if you were born in 1960 or later—you can collect up to 50% of your spouse’s full retirement benefit, so long as your own benefit is less than half of theirs. If your own benefit exceeds half your spouse’s, you'll receive your own larger benefit. Social Security will always pay the higher of the two benefits, but not both combined. This makes it vital to understand where you fall before claiming. How Early Claiming Reduces Your Benefit Timing is critical. Claiming spousal benefits before your FRA means your payments will be permanently reduced. The reductions work as follows: For the first 36 months before your FRA, your benefit is reduced by 25/36 of 1% for every month claimed early. Additional months over 36 are reduced by 5/12 of 1% per month. For example, if a spousal benefit of $800 is claimed 36 months early, the amount drops to $600, a 25% reduction. If claimed 60 months early (at age 62), the benefit falls by roughly 35% to $520. Key Rules of Spousal Benefit Eligibility To receive a spousal benefit, several conditions must be met: Your spouse must be collecting their Social Security benefit (unless you’re claiming divorced benefits, in which case your ex only needs to be eligible). You must be at least age 62 (or have a qualifying child under 16 or with a disability in your care). Generally, you need to be married for at least one year before applying, though this rule doesn’t apply if you’re the parent of your spouse’s child. If divorced, you must have been married for at least 10 years. Spousal benefits do not increase if you wait past your full retirement age to claim. The maximum is always 50% of your spouse’s PIA. Delaying only increases benefits on your own work record, not on a spousal claim. Spousal Benefits Are Not Automatic One major pitfall couples face is assuming that spousal benefits “switch on” automatically when their higher-earning spouse starts collecting their benefit. In reality, the Social Security Administration often needs to be contacted directly to initiate the higher spousal benefit. I share a case where a client (Sue) was entitled to a much larger benefit once her husband began taking Social Security at age 70, yet her benefit wasn’t increased until she contacted Social Security, resulting in a missed $900/month for six months. Social Security would only issue six months of retroactive pay, meaning the client lost out on another six months of increased income. Don’t assume the system will identify and correct missed benefits for you—it’s up to you (and your advisor) to ensure you’re receiving everything you’ve earned. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/41329455

Should Your Retirement Portfolio Be Investing Only In Dividend-Paying Stocks? #305 05/12/2026

Should Your Retirement Portfolio Be Investing Only In Dividend-Paying Stocks? #305 When many investors approach retirement, one of their most pressing questions is how their portfolio will generate the income needed to fund their lifestyle. It’s a common belief, often repeated by financial pundits and well-meaning friends, that you should simply “live off the dividends” from your investments. It sounds appealing: a steady stream of payments, without having to sell any shares. Relying solely on dividend-paying stocks in retirement can create hidden risks and may not be the optimal path to financial security. I explore what it actually means to live off dividends in retirement, the benefits and risks of relying on high-dividend-paying stocks or funds, and why diversification might be a smarter approach for long-term financial security. You will want to hear this episode if you are interested in... [00:00] Living on dividends in retirement [06:31] Dividend stocks vs market returns [09:04] How call options work [10:50] Considerations for income-focused funds [15:15] Discussing withdrawal strategy options The Allure (and Limits) of Dividend Strategies The appeal of a dividend-driven retirement portfolio is easy to see: pick companies with high yields, collect regular income, and (hopefully) never touch the principal. Using free tools such as Fidelity’s stock screener, you can quickly assemble a list of stocks yielding 4% or more. But look closer, and several challenges arise. High dividend-paying stocks tend to be clustered in a few sectors: real estate, consumer staples, healthcare, and energy. This concentration means your portfolio lacks diversification—the single most important factor in managing risk and smoothing returns over time. If these sectors hit hard times, both income and capital could suffer. An Overlooked Consequence of Dividends and Taxes Interest, dividends, and capital gains are all taxable (sometimes at favorable rates), but in a taxable (non-retirement) account, high dividend income can bump up your annual tax bill regardless of whether you need the cash. With a focus on capital appreciation, you retain more control: you sell as needed, and only pay tax on realized gains. The Smarter Alternative is Total Return Investing In my opinion, the better approach is a “total return” portfolio: broad diversification across stocks and bonds, targeting growth and income together, while managing risk. Bonds provide stability and income during volatile periods, allowing for stable withdrawals even if stocks temporarily decline. Withdrawal strategies like the Guyton-Klinger guardrails model adjust withdrawals based on market conditions and keep your portfolio aligned with your longevity and inflation risks. Index investing, with its low costs and full market exposure, helps retirees avoid the sector pitfalls of dividend chasing while participating in overall economic growth. Dividends can be a useful piece of your retirement income puzzle—but making them the sole focus of your portfolio can expose you to unnecessary risk, tax drag, and potential underperformance. Instead, construct a balanced total-return strategy. That way, you’ll generate income, growth, and peace of mind—not just in bull markets, but in any market environment. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/41237555

Tax Benefits Of In-Plan Conversions Of After-Tax 401(K) Contributions, #304 05/05/2026

Tax Benefits Of In-Plan Conversions Of After-Tax 401(K) Contributions, #304 On this episode, I’m digging into the ins and outs of in-plan Roth conversions. You'll learn what it means to convert pre-tax 401(k) dollars to a Roth 401(k), who is eligible, and why it might make sense for your retirement strategy. I cover the practical steps for making these conversions, and highlight the benefits and drawbacks. I also share a real-life example of how a client navigated her options to maximize her retirement savings. You will want to hear this episode if you are interested in... [00:00] In-plan Roth conversions [01:51] What is an in-plan Roth conversion? [02:38] Eligibility for in-plan Roth conversions [04:48] Real-life story of after-tax contributions in a client’s 401(k) [06:07] Convert after-tax contributions plus gains within the 401(k) plan to Roth 401(k) [08:38] Rolling over after-tax contributions and gains to IRAs outside 401(k) [10:21] Preventing funds from sitting in a money market account The In-Plan Roth Conversion An in-plan Roth conversion allows participants to transfer funds from the traditional, pre-tax portion of their 401(k) into the after-tax Roth component of the same plan. This means you’re taking money that has not yet been taxed and converting it into money that—after the conversion taxes are paid—will grow and can be withdrawn tax-free in retirement. This strategy is different from Roth IRA conversions, which involve moving money from a traditional IRA into a Roth IRA, often at the same financial institution. In-plan conversions, on the other hand, streamline the process by keeping all assets within your employer-sponsored 401(k), offering simplicity and potentially access to preferred investment options. Who Should Consider an In-Plan Roth Conversion? In-plan Roth conversions can be especially valuable if you anticipate being in a lower tax bracket this year compared to future years, or if you want to build a tax-free income stream for retirement. Additionally, if you already have after-tax contributions in your 401(k), converting those funds can optimize your tax efficiency by ensuring that all future gains are tax-free. Real-Life Example: Amy’s Roth Conversion Journey Let’s look at the example of “Amy,” who worked with me to create a financial plan. Amy had been contributing after-tax money to her General Motors 401(k), accumulating $63,000 in after-tax contributions and $40,000 in gains. Here’s how her options played out: In-Plan Roth Conversion: Amy could have converted both her after-tax contributions and the gains to the Roth 401(k). However, the $40,000 in gains would be taxable in the year of conversion, amounting to roughly $10,500 in taxes, or 26%. This would put her on track for approximately $200,000 in Roth assets in 10 years, assuming market growth. Rollover to IRAs: Alternatively, Amy chose to roll her after-tax contributions to a Roth IRA and the gains to a traditional IRA. This strategy avoided immediate taxation on the $40,000 in gains. The after-tax funds would grow tax-free in the Roth IRA, and future conversions of the traditional IRA can be planned according to her tax situation. Amy's example highlights the importance of reviewing your plan’s rules, weighing tax implications, and considering your long-term retirement goals. Conversion Best Practices If you have after-tax contributions in your 401(k), now is the time to develop a plan. Consider converting these funds sooner rather than later to maximize the potential for tax-free compounding growth. Some plans allow automated conversions, but others require regular follow-ups with your provider. In-plan Roth conversions can be a powerful tool to improve your retirement outlook. By understanding your plan’s rules, analyzing your current and future tax situations, and executing a smart conversion strategy, you can unlock significant tax advantages and peace of mind for your golden years. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/41140180

The Unforeseen Costs of Aging In Place, #303 04/28/2026

The Unforeseen Costs of Aging In Place, #303 For many Americans, the idea of aging in place, or remaining in your own home as you grow older, represents comfort, independence, and familiarity. Most people understand the emotional benefits of remaining in a familiar environment, but often overlook the financial challenges, from home modifications and repairs to healthcare and in-home support, that could threaten their retirement savings. On the show this week, I break down the five key areas where your budget could take a hit and offer strategies to help you plan ahead, evaluate your options, and secure your ideal retirement lifestyle. If you’re thinking about your future living situation or helping a loved one prepare, you won’t want to miss this episode. You will want to hear this episode if you are interested in... [00:00] The preference for aging in place [05:08] Home modifications for accessibility [08:28] Considering home maintenance and healthcare costs [13:32] Planning housing costs for retirement [14:55] Planning for future housing needs Understanding Aging in Place The reasons people want to age in place are clear: minimal upheaval, a sense of control, independence, and the emotional security of familiar surroundings. But it's common to underestimate what it actually costs to make this dream a reality. Many retirees fail to plan for the inevitable expenses, which can erode savings and force uncomfortable, last-minute decisions down the road. Five Major Financial Considerations for Aging in Place 1. Home Modifications A key prerequisite for staying at home safely is making your living space accessible. While some modifications—like installing grab bars or lever handles—may be relatively inexpensive, needs can escalate quickly. More significant updates, such as walk-in tubs, stairlifts, or ramp additions, can run into the tens of thousands of dollars. Even a basic stairlift installation can cost over $5,000, and major renovations like adding a first-floor bedroom or bathroom can easily be prohibitive, especially if done reactively in a crisis. 2. Maintenance and Repairs Beyond mortgage payments, insurance, and property taxes, ongoing home maintenance is a substantial, often underestimated expense. Homes age just as their residents do, meaning roofs (with a typical 25-30-year lifespan), HVAC systems (lasting 10-15 years), and even electrical or plumbing systems may require expensive repairs. Consider getting a thorough evaluation of your home’s current state and expected major repairs over the coming decades. Add these projected costs into your retirement budget so they don’t catch you off guard. 3. Upkeep and Outsourcing Chores When you first retire, you may be able to mow the lawn, shovel snow, or clean gutters. But as you age, these tasks may become physically challenging, if not unsafe, necessitating the hiring of help. The annual cost of landscaping, snow removal, and routine upkeep can add up, sometimes exceeding the maintenance fees of a condominium or senior community. Evaluate the true costs of outsourcing these chores over the long haul. In some cases, a housing alternative with built-in maintenance can be both safer and more cost-effective. 4. Medical and Healthcare Needs Aging at home often means additional out-of-pocket expenses for home healthcare aides, nurses, and various medical equipment. Many necessities, such as medical alert systems or even prescription medication management solutions, are not fully covered by Medicare or standard insurance. It’s essential to factor in potential costs for in-home care, equipment, and transportation to appointments should you lose the ability to drive. 5. Long-Term Care and Support A frequent misconception is that Medicare will cover most long-term or in-home care needs. In reality, this type of care—particularly ongoing daily care—typically isn’t covered, aside from certain short-term situations. Long-term care insurance is an option, but only a small percentage of Americans over 50 have it, often due to high premium costs. Given that full-time nursing care can cost as much as $180,000 annually in some regions, having a clear strategy for funding care, whether through insurance, earmarked savings, or asset liquidation, is critical. Developing a Proactive Aging in Place Plan To successfully age in place, start planning early. Assess your home’s lifespan and the modifications needed, estimate maintenance and care costs, and integrate these projections into your retirement strategy. If the total costs seem unmanageable, now is the time to explore alternatives like downsizing, moving to a condominium, or relocating to a community with built-in support, especially in today's favorable seller’s market. Making these plans before a crisis ensures you’ll have more options, less stress, and a better chance at maintaining both your independence and your financial security throughout retirement. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/41028135

How Collecting Social Security Early Can Impact Your Affordable Care Act Subsidy #302 04/21/2026

How Collecting Social Security Early Can Impact Your Affordable Care Act Subsidy #302 For many Americans approaching retirement, financial planning means more than just maximizing savings and deciding when to claim Social Security. If you’re not yet eligible for Medicare and rely on health coverage through the Affordable Care Act (ACA), your Social Security claiming decision at age 62 could have a dramatic effect on your insurance costs. On the show this week, I explore the nuances of how your income, and especially the timing of your Social Security benefits, can impact your eligibility for ACA premium tax credits—and what you can do to avoid costly surprises. You will want to hear this episode if you are interested in... [00:00] Retirement income and tax planning [03:35] Understanding ACA tax credits [07:44] Managing income for ACA tax credits [10:38] Social Security and tax calculations [14:57] Strategies for tax-free income access Are ACA Premium Tax Credits, and Why Do They Matter? Premium tax credits, often referred to as ACA subsidies, are financial incentives designed to make health insurance more affordable for individuals and families who purchase coverage through healthcare.gov or a state exchange. These credits are contingent on your income, specifically your household’s Modified Adjusted Gross Income (MAGI). For 2026, a single person can qualify for ACA subsidies if their MAGI is between 100% and 400% of the federal poverty level (FPL)—$62,600 in 2026 for an individual, and $84,600 for a couple. If you earn even $1 above this ceiling, you lose your entire premium subsidy—a phenomenon known as the “subsidy cliff”. With millions of Americans currently receiving subsidies, understanding how your retirement income decisions could threaten this benefit is essential for sound financial planning. How Income Is Calculated for ACA Subsidies Not all income is created equal when it comes to ACA subsidies. The government uses your MAGI, which is your Adjusted Gross Income (AGI)—the number found on your tax return—plus certain items like tax-exempt bond interest and non-taxable Social Security benefits. This includes: Wages and self-employment income Social Security benefits (both taxable and non-taxable portions) Retirement account distributions (except Roth IRAs or Roth 401ks) Rental, interest, and dividend income Capital gains Additionally, some deductions, like contributions to IRAs, HSAs, and student loan interest, can reduce your AGI, and thereby your MAGI, giving you potential tools for staying below the subsidy cliff. The Social Security Timing Dilemma Collecting Social Security early at age 62 may sound appealing, but it comes with strings attached for ACA recipients. A critical point is that not all of your Social Security benefits are necessarily taxable. However, when calculating MAGI for ACA purposes, you must add back even the non-taxable portion, which can push your income above the subsidy threshold. For example, if you take a modest IRA distribution and also begin Social Security, the cumulative MAGI could surprise you. Strategies to Preserve Your ACA Subsidy Given the high stakes, careful income planning is essential for anyone under 65 not covered by Medicare and receiving an ACA subsidy. You could delay Social Security, as waiting to claim benefits may help keep your income lower. You could also draw from Roth accounts or savings, withdrawals from Roth IRAs or 401(k)s—provided they’re qualified—don’t count as income. Likewise, using savings or HSA reimbursements has no impact on MAGI. IRA, HSA, and 401(k) contributions can reduce your MAGI, especially if you miscalculated and need to lower your income late in the year. The most important thing to do is plan withdrawals: Time your IRA or 401(k) distributions and capital gains so they don’t coincide with years when you’re dependent on ACA subsidies. Avoiding the “Subsidy Cliff” Surprise Perhaps the most important lesson is to monitor your income projections carefully throughout the year and to report your expected MAGI precisely when applying for coverage. Exceeding the threshold by even a small amount can cause you to lose your subsidy, resulting in thousands of dollars in unexpected premium costs come tax time. Retirement planning requires a big-picture approach that balances income sources, tax implications, and healthcare costs. If you’re considering Social Security at 62 and not yet on Medicare, pay close attention to how your income choices will affect your ACA subsidy—because when it comes to the “subsidy cliff,” every dollar counts. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/40924280

How To Avoid The Pain of Estimated Tax Payments in Retirement #301 04/14/2026

How To Avoid The Pain of Estimated Tax Payments in Retirement #301 As April 15 approaches, marking the end of the 2025 tax filing season, many filers are facing an unpleasant surprise: tax penalties are rising, especially for those who miss timely payments or underestimate their quarterly taxes. In this episode, I’m taking you through the reasons behind the recent surge in tax penalties and highlighting how retirees, the self-employed, and investors are increasingly affected. I'll also break down the key rules, safe harbor provisions, and practical steps you can take to avoid underpayment penalties. You will want to hear this episode if you are interested in... [00:00] Quarterly taxes and penalties explained [01:38] Why has there been an increase in tax penalties? [03:10] Retirees are at risk of underpayment penalties [04:28] Penalty rate increase details [06:15] Safe harbor for quarterly taxes [07:38] Key deadlines for estimated tax payments [08:33] Smart strategies to avoid penalties The Surge in Tax Penalties: What’s Happening? Recent data shows a dramatic increase in tax penalties, particularly for those earning between $200,000 and $500,000. In fact, filers in this bracket were hit with about $1.3 billion in penalties in 2024—triple the amount compared to 2021, with the number of affected individuals increasing by 30% to almost 3 million. This uptick is fueled by both higher penalty rates and a widespread lack of awareness of changes in tax law. The penalty rates themselves have more than doubled: while underpayment penalties hovered at 3% in 2021, they peaked at 7% before moderating to 6% as of April 2026. Unfortunately, many taxpayers simply aren’t aware these penalties exist until it’s too late. Why Are Retirees at Risk? Traditionally, underpayment penalties were most common among the self-employed. Retirees are now increasingly affected due to the nature of their income sources. Most employees have income taxes withheld automatically from each paycheck, satisfying IRS requirements to pay taxes “on time”. But retirees, relying on retirement account withdrawals, Social Security, and investments, often experience income without automatic withholding, leaving them vulnerable to quarterly underpayment rules. For example, someone who sells investments or performs Roth conversions in retirement may realize sizable gains in a single quarter. If taxes aren’t paid promptly on those gains, penalties can accrue for each quarter the IRS deems underpaid. Understanding Quarterly Estimated Taxes and Safe Harbors The IRS requires all filers who expect to owe $1,000 or more in taxes to pay at least 90% of their total tax bill by the filing deadline. This can be accomplished through either withholding, estimated payments, or a combination of both. There are four key deadlines for estimated tax payments: April 15, June 15, September 15, and January 15 (05:45). Those with irregular or lumpy income—common among retirees taking periodic distributions—must still divide payments evenly across these dates, unless they opt to track payments and income month-by-month using IRS Schedule AI. Another way to avoid penalties is by meeting the “safe harbor” thresholds. For those with income under $150,000, paying 100% of the prior year’s tax usually suffices; for incomes above $150,000, 110% of the previous year’s liability is required. Importantly, these amounts must also be paid in equal quarterly installments, not just as a lump sum at year’s end. Practical Strategies to Avoid Penalties These are the strategies I recommend for retirees and investors: Review Income: Sit down with your accountant or financial advisor to project total income from retirement accounts, Social Security, pensions, and investments. Adjust Withholding: If possible, increase tax withholding on retirement distributions to mimic regular paycheck withholding and satisfy quarterly obligations. Make Timely Payments: If you do need to make estimated payments, ensure they’re made electronically or by check before each deadline. The IRS requires extra steps for online payments, so plan ahead. Use Schedule AI or Form 2210: If your income is highly variable—such as a large Roth conversion late in the year—use Schedule AI to clarify when the income was received. This can prevent penalties from being calculated as if you earned evenly throughout the year. Penalty Waivers: If you recently retired or became disabled, IRS waivers may apply. File Form 2210 to request relief. Tax penalties are increasingly common, especially among retirees with diverse income sources. By planning and using the IRS’s safe harbor rules and payment deadlines, you can avoid these costly surprises. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/40824465

Is The Social Security Lump Sum A Good Deal? #300 04/07/2026

Is The Social Security Lump Sum A Good Deal? #300 On this milestone 300th episode of the Retire with Ryan podcast, I dig into whether the Social Security lump sum payment option is right for you. After a client reached out with questions about whether accepting a lump sum is a good deal, I want to break down how the option works, who it’s available to, and the key factors to consider when making this important decision. If you’re approaching retirement, this episode offers practical guidance on weighing the lump sum versus higher monthly benefits, health considerations, and the impact on survivor benefits and taxes. You will want to hear this episode if you are interested in... [00:00] Getting started with Social Security [05:22] monthly Social Security benefit calculations [06:11] Reasons to take the lump sum [07:48] Health concerns and social security benefits [08:27] When passing on the lump sum is a better choice [10:24] Your lump sum may increase your taxable income Should You Take the Social Security Lump Sum? When you apply for Social Security after your full retirement age (FRA), the Social Security Administration may offer a lump sum payment. This option is generally given to individuals who delay collecting benefits past their FRA. The lump sum typically covers up to six months of retroactive benefits. For example, if your FRA is 66 and you apply a year later, you might be eligible for a lump sum equal to six months of prior payments. However, there’s a catch: your monthly benefit will be calculated as if you started receiving Social Security six months earlier, resulting in a lower monthly payment going forward. The Math Behind the Decision Let’s look at the numbers. Suppose your current monthly Social Security benefit is $2,500. If you elect the lump sum, your payment will be based on your benefit from six months ago—roughly 4% lower, or about $2,350 per month. You would receive a lump sum ($2,350 x 6 = $14,100), but your ongoing monthly benefit would start at the lower amount. Dividing the lump sum ($14,100) by the monthly difference ($150) gives about 94 months, or almost eight years. In other words, it will take eight years of receiving the higher benefit to make up for not taking the lump sum. Reasons to Take the Lump Sum There are situations where the lump sum makes sense: 1. Immediate Financial Need: If you have bills, a major expense, or want to fund something important like a vacation, accessing the lump sum offers flexibility. 2. Health Concerns: If your health is poor, the lump sum may be preferable. Social Security benefits cease at death, except for a $255 survivor payment. Taking the lump sum ensures you receive more of your entitled benefits within your lifetime. Reasons to Decline the Lump Sum For many, passing on the lump sum will be the wiser move, if you’re healthy and likely to live at least eight years, your higher monthly benefit will surpass the lump sum. Something else to consider is if you’re the higher-earning spouse, your survivor’s benefits will be based on your monthly payment. Opting for a lower benefit reduces what your spouse would receive after your passing. Future cost-of-living increases are based on your initial benefit. Starting at a lower monthly payment means smaller dollar increases over time. Historically, Cost of Living Adjustments (COLA) average 2.8% per year; these can add up and compound. You also need to remember that receiving a lump sum may increase your taxable income for that year, possibly pushing you into a higher bracket or increasing taxes on your Social Security benefits. Ultimately, the decision is highly personal. Assess your health, financial needs, family longevity, and whether your spouse would depend on your benefit. Crunching the numbers will clarify your breakeven point. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/40743595

How To Manage The Impact From the IRAN War On Your Retirement Portfolio, #299 03/31/2026

How To Manage The Impact From the IRAN War On Your Retirement Portfolio, #299 The Iran War, which began on February 28, 2026, is impacting global markets and I’m pretty sure it’s having an effect on your portfolio too. Over the past month, the S&P 500 has dropped about 6%, largely due to surging oil prices. With crude oil climbing as high as $100 a barrel and lingering uncertainty around the conflict's resolution, volatility is weighing heavily on retirement investments. We'll explore the implications for investors, discuss historical parallels with previous market shocks, and offer practical tips to navigate the fallout—whether you're looking to rebalance, automate your contributions, or take advantage of tax-loss selling. Stay tuned as I break down actionable strategies to manage your portfolio through these turbulent times, and hear why it's important to avoid overreacting despite the dramatic headlines. You will want to hear this episode if you are interested in... [00:00] Impact of the Iran war on the global market [02:55] Market movements since the Iran war began [05:20] Strategies for dealing with portfolio volatility [06:29] Why buy into the market right now [07.39] Rebalance your portfolio to prepare for retirement [08:50] Continue to automate your investments [10:14] Evaluate your underperforming investments [11:12] How to create a tax loss that works for you Oil Prices and Stock Market Declines Since the war began, the S&P 500 index has fallen approximately 6%, a drop largely attributed to a sharp increase in crude oil prices. Oil prices spiked from $67.29 per barrel on the eve of the conflict to as high as $100, currently stabilizing around $90 at the time of recording. This represents a 33% climb post-conflict climb and as much as a 50% jump compared to prices in recent months. This sudden rise is far from the norm, and it’s a clear demonstration of how tensions in resource-rich regions can send shockwaves throughout global markets. Higher oil prices raise production costs across industries, cut into profits, and reduce consumer spending power—all factors that undermine future earnings and push stock valuations lower. Volatility Is Nothing New While the current drop may feel alarming, it’s important to remember that market declines happen regularly and often recover just as quickly. President Trump’s tariff proposals from the last year, pushed the S&P 500 down 18% before tensions eased and the market rebounded to close the year up 18%. This historical context reassures investors that dramatic events can have both short-lived and long-term effects, but resilience and recovery are common themes in market history. Strategies for Navigating Volatility I recommend several strategies for managing portfolio volatility, starting with the importance of viewing downturns as buying opportunities—using cash to "buy the dip" can be rewarding when markets recover, especially in sectors hit hard by recent declines, including technology. It’s also important to regularly rebalance your asset allocation to maintain your preferred stock-bond mix, which helps manage risk and ensures you’re not overexposed or underinvested as markets shift. The value of automated investment contributions takes advantage of dollar-cost averaging, so don’t halt contributions during downturns, stay consistent for long-term growth. Periodically reviewing and potentially trimming persistently underperforming investments and considering tax-loss harvesting in taxable accounts are also key tactics—this can improve portfolio efficiency, allow for strategic tax deductions, and keep your investment plan on track without straying afoul of wash-sale rules. Looking Forward and Recovery Potential Market volatility is inevitable, especially in uncertain times, but history and sound investing principles remind us to avoid knee-jerk reactions. Take advantage of the situation by rebalancing, automating investments, evaluating underperformers, and using tax-loss harvesting to ensure your portfolio remains resilient. Downturns often lay the groundwork for future gains, and patient, disciplined investing pays off over time. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/40665450

Should You Add a Transfer on Death Beneficiary to Your Assets? #298 03/24/2026

Should You Add a Transfer on Death Beneficiary to Your Assets? #298 On the show this week, I’m talking all about the topic of probate and how adding a Transfer on Death (TOD) or Payable on Death (POD) beneficiary designation to certain assets can help you avoid your estate being tied up in the probate process. You’ll learn which types of accounts allow for TOD or POD beneficiaries, why these designations might be preferable to joint tenancy, and the pros and cons of setting them up. I break down step-ups in cost basis, the impact on estate taxes, and touch on differences across states—plus considerations to make sure your estate plan actually fits your wishes. You will want to hear this episode if you are interested in... 00:00 Understanding Transfer on Death designations 03:05 Joint tenants with rights of survivorship 04:37 Pros and cons of TOD and POD accounts 09:03 Challenges of TOD in estate planning 11:24 Process for establishing TOD beneficiaries 13:00 Does TOD avoid probate? What Is a Transfer On Death (TOD) Designation? A Transfer on Death designation allows you to name one or more beneficiaries who will automatically receive ownership of your accounts or property when you pass away. Unlike retirement accounts and life insurance policies—which typically require you to name beneficiaries—many investment and bank accounts, such as mutual funds, brokerage accounts, and money markets, do not automatically offer this option. That’s where TOD comes into play, bridging a critical gap in your estate planning. Pros and Cons of Using TOD and POD Accounts One of the main benefits of a Transfer on Death (TOD) is that it allows designated beneficiaries to inherit assets quickly and directly, often by providing just a death certificate and minimal paperwork, which means they can avoid prolonged probate proceedings. This quick turnaround not only spares beneficiaries the stress and uncertainty of waiting for a court-supervised process but also helps them sidestep probate fees and other complications. Beneficiaries can benefit from a full step-up in cost basis on inherited assets, potentially reducing capital gains taxes if they sell soon after inheriting. For individuals who want to ensure their loved ones receive specific assets efficiently—and without granting them any access or control during their lifetime—a TOD can be an appealing tool. However, while TOD accounts streamline asset transfer, they can introduce challenges if not coordinated carefully with a broader estate plan. For example, if you wish to provide ongoing financial support rather than a lump sum, a TOD may not be suitable because the beneficiary immediately gains control of the assets. This could present issues for beneficiaries who are not financially responsible or who qualify for government aid. Additionally, TOD designations override instructions in a will, which means any inconsistencies in how beneficiaries are named or assets are divided, could cause confusion or disputes. TOD accounts are convenient, but they require thoughtful coordination with other estate planning elements to avoid unintended consequences. Does TOD Always Avoid Probate? While TOD almost always avoids the probate process for the specific asset, state laws can vary. Some less populous or smaller estates may not need to open probate regardless, but others require probate for everyone, as it’s a revenue-generating process. TOD and POD beneficiary designations offer an easy, low-cost way to keep more of your assets in your family’s control, minimize delays, and potentially avoid the hassle of probate. Thoughtful planning addresses not just asset transfer, but also your heirs’ needs and the tax implications. As with any estate tool, consider your specific circumstances and consult with a professional before making changes. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/40584075

Tax Extension Mistakes to Avoid This Filing Season, #297 03/17/2026

Tax Extension Mistakes to Avoid This Filing Season, #297 In the last episode, I discussed seven mistakes to avoid when filing your 2025 taxes. So in this episode, I'm going to discuss the tax-filing mistakes people can make when filing an extension. Here are the four most common extension errors that could cost you money, including misconceptions about payment deadlines, underestimating taxes, and the importance of understanding state-specific extension rules. You will want to hear this episode if you are interested in... [00:00] Mistakes that people can make if they're filing an extension [01:41] Importance of filing for an extension by the tax deadline [02:35] Distinction between failure-to-file and failure-to-pay penalties [03:53] Suggestions for estimating: using last year's tax return, factoring in income changes, or major events [06:09] Importance of reviewing and complying with state-specific deadlines and requirements [08:21] Filing an extension buys time for accuracy but doesn't delay payment obligations Avoiding Common Tax Extension Mistakes Tax season is a stressful time for many, and for those with complex finances, business obligations, or unexpected circumstances, filing a tax extension may seem like a wise solution. These are the four biggest mistakes people make when filing a tax extension, along with my practical tips to avoid penalties and unnecessary stress. Notifying the IRS The first—and perhaps most critical—mistake is assuming that wanting more time is enough. Extensions aren’t automatic; they require formally notifying the IRS by filing Form 4868 by the standard tax deadline, usually April 15th. Without this key step, the IRS will consider your return late, resulting in penalties. If nothing else, mark this on your tax checklist: file Form 4868 on time, every time. Extension to File Isn’t Extension to Pay A widespread misconception is that an extension grants extra time to pay taxes due. Only your paperwork deadline shifts, your payment due date does not. Any unpaid federal taxes accrue interest from the original deadline, and failure-to-pay penalties start after April 15th. In fact, failing to file entirely triggers even steeper penalties. Estimate your tax liability and pay what you owe, even if you’re still finalizing the details. Overestimating is safer, as any excess will be refunded after you fill it in. The Hidden Danger of Inaccurate Estimates Filing an extension isn’t a hall pass to put off financial reckoning. You’re still required to estimate how much you owe—a process that can trip up those who experienced income changes, investment gains, asset sales, or one-time distributions. The IRS expects most to pay either 90% of their current-year tax liability or 100% of last year’s taxes (110% for high earners with AGI over $150,000) by the deadline to avoid penalties. Miss these benchmarks, and you could face interest or underpayment penalties—even if you settle up once you eventually file. Review your prior year’s return and factor in any unusual income for the year. If in doubt, partner with a tax professional or use IRS Form 1040-ES for guidance. Don’t Overlook State Tax Extension Rules One major mistake is forgetting—or not knowing—that state tax extension rules often differ from the IRS. Some states, like Connecticut, sync with federal extensions only if you owe nothing additional; if you do, you’ll need to file a state-specific extension. New York requires its own extension form, and most states expect payment by their deadline, regardless of a federal extension. Double-check your state tax agency’s website or contact a professional. Often, a separate state extension is mandatory, and missing this step can come with its own set of penalties. Plan for a Stress-Free Tax Extension Filing a tax extension can buy valuable time, but it’s not a financial “pause” button. Always file Form 4868 (and any state-specific forms) on time. Pay the lesser of 90% of current-year or 100% (or 110% for high earners) of last year’s tax by the April deadline, and study your state’s requirements—federal rules don’t always apply. Being proactive can save you hundreds (or thousands) in penalties and give you the space to file correctly and confidently later in the year. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/40486055

7 Tax Mistakes to Avoid When Filing Your 2025 Taxes, Ep#296 03/10/2026

7 Tax Mistakes to Avoid When Filing Your 2025 Taxes, Ep#296 Tax season is here, and if you’re just now gathering your documents to file your return—or preparing them for your CPA—this is the time to slow down and make sure you’re not making costly mistakes. In this episode, I walk through seven tax mistakes I frequently see both tax preparers and self-filers make when filing their returns. Some of these errors seem simple on the surface, but they can lead to penalties, missed deductions, delayed refunds, or paying more taxes than necessary. My goal in this episode is to help you avoid these pitfalls so you can file confidently and keep more of your money where it belongs. You will want to hear this episode if you are interested in… [00:00] Why tax season mistakes are more common than you might think [01:00] The costly consequences of filing after the tax deadline [02:30] Why double-checking basic personal information matters more than you think [03:30] The hidden risk of missing 1099 forms in the digital age [04:15] How a rollover mistake can accidentally create taxable income [05:00] The surprisingly common issue of unsigned tax returns [05:30] Why simple math errors can lead to penalties or unexpected refunds [06:30] When free tax preparation help may—or may not—be a good option The Most Common Tax Filing Errors Many tax mistakes don’t happen because people are careless. They happen because people rush, assume something was already handled, or simply overlook a small detail that turns into a big issue later. One of the most common problems I see is filing past the tax deadline. Each year millions of taxpayers fail to file by the April deadline, which can trigger penalties and interest if taxes are owed. Even if you’re due a refund, filing late can delay getting your money back. Another major issue is incomplete or incorrect information on the return. Something as simple as entering the wrong bank account for a direct deposit or forgetting to include a tax document can delay processing or create unnecessary headaches. And in today’s digital world, many tax forms are delivered electronically, which means it’s easier than ever to overlook a 1099 if you forget about an account. Missing Deductions and Overlooking Opportunities Beyond basic filing errors, many taxpayers lose money by missing deductions or not understanding new tax rules. Starting with the 2025 tax return, several changes introduced under the “One Big Beautiful Bill Act” create additional tax breaks. These include adjustments to the standard deduction, expanded deductions for certain taxpayers, and other potential opportunities many filers may not even realize exist. I also discuss why deciding between the standard deduction and itemizing can significantly affect how much tax you owe. In recent years, higher standard deductions meant fewer people itemized their taxes. But changes to the state and local tax deduction cap may reopen the door for some taxpayers to itemize again, especially homeowners with mortgages or individuals paying higher state and local taxes. Understanding what qualifies as an itemized deduction—from mortgage interest to medical expenses and charitable contributions—can make a meaningful difference in your tax outcome. Retirement Contributions and Quarterly Tax Pitfalls Two other mistakes I see regularly involve retirement and tax planning details that often get overlooked. Some taxpayers make IRA or Health Savings Account contributions but forget to report them properly on their return. That mistake can cause them to miss legitimate deductions that could reduce their taxable income. Another issue is failing to pay quarterly estimated taxes. This commonly affects self-employed individuals, business owners, and retirees who receive income without automatic tax withholding. Without proper withholding or estimated payments, taxpayers may face penalties—even if they eventually pay the full amount owed. The good news is that many tax mistakes can be corrected. If you discover an issue after filing, an amended return can often resolve the problem. But catching these issues before filing is always the best strategy. Resources Mentioned Connect With Ryan Subscribe to the Download my entire book for FREE /episode/index/show/retirewithryan/id/40339425

What We Still Don’t Know About Trump Accounts, Ep#295 03/03/2026

What We Still Don’t Know About Trump Accounts, Ep#295 If you watched President Trump’s recent State of the Union address, you probably heard about the new Trump accounts, also known as 530A accounts. In this episode, I break down how these tax-advantaged investment accounts are designed to work, who qualifies, and—just as importantly, what we still don’t know. There’s been a lot of excitement, especially around the $1,000 seed money for eligible children. But before you rush to open one, there are several unanswered questions that deserve your attention. What Are Trump Accounts—and Who Qualifies? Trump accounts were introduced under the 2025 “Big Beautiful Bill Act” and are designed to help U.S. children build long-term wealth. Parents, grandparents, and others can contribute up to $5,000 per year per child until age 18. To jumpstart participation, children born between January 1, 2025, and December 31, 2028, are eligible for a $1,000 federal seed contribution. Unlike a Roth IRA, these accounts do not require earned income to contribute. That’s a major difference. Most children can’t fund retirement accounts because they don’t have income. These accounts are meant to give them a head start from birth. To qualify, a child must be a U.S. citizen, have a valid Social Security number, and be under age 18. Parents can apply either by filing IRS Form 4547 with their 2025 tax return or by visiting trumpaccounts.gov. You’ll Want to Hear This Episode If You’re Interested In… [01:00] How the $5,000 annual contribution limit works [01:45] Why these accounts don’t require earned income [02:35] How to open an account through your tax return or online [03:00] The upcoming authentication process in May 2026 [03:40] Whether you can invest in individual stocks like Nvidia or Tesla [04:30] Why Treasury guidance suggests broad index funds instead [05:10] Whether billions in seed money could move the stock market [06:00] Which financial institutions may (or may not) offer these accounts [07:45] Potential gift tax filing requirements for contributions [08:45] How withdrawals at age 18 might be taxed The Investment Confusion and Market Impact One of the biggest points of confusion right now is how the funds will actually be invested. The Trump accounts website shows mockups featuring individual stocks like Nvidia, Caterpillar, Home Depot, and Tesla. That certainly grabs attention. But Treasury guidance suggests investments may be limited to broad U.S. equity index funds or mutual funds, not individual stocks. If that holds true, I actually think that may benefit most investors. Broad-based index funds have historically outperformed many individual stock pickers over time. But it’s important to understand what you’re signing up for before you contribute. Another question I address is whether these accounts could meaningfully impact the stock market. With over 3 million sign-ups already, the initial $1,000 seed funding could total more than $3 billion. Add in private contributions and potential employer matches, and that number could grow to $7–8 billion invested when markets reopen after July 4. That sounds significant, but compared to total daily trading volume, it’s less than 2%. It may provide a small positive impact, but it’s unlikely to cause a dramatic market surge. Taxes, Custodians, and the Big Unknown at Age 18 There are still major tax questions. Because contributions are considered gifts and the child doesn’t have immediate access to the funds, this could create gift tax reporting complications. Even if contributions fall under the $19,000 annual exclusion (for 2026), a gift tax return may still be required due to the lack of “present interest.” Then there’s the big question: how will withdrawals be taxed at age 18? There’s no upfront deduction for contributions, which means this isn’t structured like a traditional IRA. But it’s also not clearly a Roth. My expectation is that only the gains will be taxed, but we don’t yet know whether that will be ordinary income or capital gains. Until we get final guidance, I strongly believe record-keeping will be critical. Track contributions carefully. If custodians change or records are lost, your child could face unnecessary tax complications later. For now, here’s what we do know: if your child, or a grandchild, niece, or nephew, qualifies for the $1,000 seed money, make sure the account gets opened. Even with unanswered questions, that initial funding is meaningful. Resources Mentioned Retirement Readiness on Demand Discount Code: RETIRE99 Connect With Ryan Subscribe to the Download my entire book for FREE /episode/index/show/retirewithryan/id/40268175

Is It Wise to Gift My Children Money While I’m Alive? Ep#294 02/24/2026

Is It Wise to Gift My Children Money While I’m Alive? Ep#294 If you have children and you’ve been thinking, “Why wait until I’m gone to help them financially?”—this episode is for you. In Episode 294, I walk through the biggest things to consider before making gifts to your kids while you’re still alive, and I break down some of the smartest ways to do it without triggering unnecessary taxes. I’m seeing this trend more and more with my clients, and it makes sense. Financial markets have performed well, real estate has surged, and many retirees are in a stronger position than generations before them. But just because you can gift money doesn’t mean you automatically should. There are several financial and family dynamics you need to think through first. The First Question I Ask: Can You Truly Afford It? Before you gift a dime to your children, I want you to look at your own financial foundation. I work with clients in their late 50s all the way into their 80s, and one of the most important realities is this: your retirement plan has to work first. You may have raised your kids, supported them, paid for education, and helped them get launched. Ideally, they should be able to support themselves. If you’re gifting because you’re financially secure and you want to, that’s completely fine. But if the gift creates risk for your long-term success, it’s not worth it. I also want you to think about long-term care. Many people don’t have long-term care insurance because it’s expensive, or they had it and dropped it when premiums increased. That means they’re planning to self-insure. If you give away too many assets now, what does that do to your ability to fund care later? You’ll Want to Hear This Episode If You’re Interested In… [02:12] The #1 financial checkpoint before gifting anything [03:18] Long-term care planning, and why gifting can backfire [04:02] Common gifting goals: housing, school, debt, lifestyle support [05:12] Why business funding gifts require extra caution [06:26] The “fairness problem” when you have more than one child [07:22] How gifts can unintentionally destroy motivation and independence [08:10] The 2026 gift tax limits ($19,000 per person, $38,000 per couple) [09:04] The lifetime exemption, and why Congress can change the rules [10:28] The hidden danger of gifting appreciated assets [11:07] Step-up in basis vs. gifting while alive [12:05] Medicare premium impacts and capital gains planning [13:14] The tax-efficient order of assets to gift [15:22] Gifting real estate, and the cost basis trap [17:12] The 2-out-of-5-year home sale exclusion rule [18:05] The five-year Medicaid lookback and trust planning considerations What’s the Gift Actually For—and Is It One-Time or Ongoing? One of the most important planning steps is clarifying why you’re giving the money. The most common reason I see right now is housing. Real estate prices have climbed dramatically, and higher interest rates make monthly payments tougher. Helping a child with a down payment can make homeownership realistic. Other common reasons include paying for schooling, helping pay off student loans or credit card debt, or supporting a child during illness or unemployment. Some parents also want to help grandchildren with camps, daycare, or private school. I also talk about gifting money for a business startup—but this is where I urge caution. Businesses fail all the time. If you’re going to do it, I believe a business plan and a real strategy matter. Taxes, Cost Basis, and the Biggest Mistake People Make Many people assume gifting is simple. It isn’t. In 2026, you can gift $19,000 per person per year without triggering reporting. Married couples can gift $38,000 per child annually. Above that, you may need to file a gift tax return, and the excess counts toward your lifetime exemption. Right now, that lifetime exemption is around $15 million, but I’ve been a financial advisor since 2001 and I’ve seen it change dramatically. When I started, it was only $600,000. Congress can change the rules again. And here’s the big one: if you gift appreciated assets while alive, your child inherits your cost basis. If they sell, they may owe a large capital gains tax. But if they inherit through death, they get a step-up in basis. That one detail can mean tens of thousands of dollars in taxes. Resources Mentioned Retirement Readiness on Demand Discount Code: RETIRE99 Connect With Ryan Subscribe to the Download my entire book for FREE /episode/index/show/retirewithryan/id/40175220

Learn the ABCs of Medicare, Ep293 02/17/2026

Learn the ABCs of Medicare, Ep293 If you’re approaching age 65, Medicare can feel overwhelming fast. Between Parts A, B, C, and D and the timing rules tied to each—it’s easy to make a costly mistake if you don’t understand how the pieces fit together. In this episode, I walk through the Medicare “alphabet,” explaining what each part does, when enrollment matters most, and how your decisions interact with the rest of your retirement plan. We also cover common questions that come up when clients transition from employer-sponsored coverage to Medicare for the first time. Whether retirement is right around the corner or still a few years away, this episode is designed to help you avoid penalties, coverage gaps, and surprises down the road. You will want to hear this episode if you are interested in... [00:00] Understanding Medicare Parts A, B, C, and D [01:00] When you can delay Medicare without penalties [02:30] How late enrollment penalties actually work [06:00] Timing Medicare enrollment to avoid coverage gaps [07:30] What Medicare does—and does not—cover [10:00] Medicare Advantage vs. supplemental coverage [14:00] How state rules can affect your long-term options Why Medicare Timing Matters Medicare isn’t just about what coverage you choose it’s also about when you enroll. Missing key enrollment windows can trigger penalties that last for life, even if the mistake was unintentional. In this episode, I explain the rules around initial enrollment, special enrollment periods, and why employer coverage plays such a critical role in determining your options. Choosing Between Medicare Advantage and Supplemental Coverage Once you enroll in Parts A and B, you still need to decide how to fill the gaps. Medicare Advantage plans and Medigap policies take very different approaches to coverage, costs, and flexibility. I outline how these options compare, what tradeoffs to be aware of, and why the “best” choice depends heavily on your health, preferences, and where you live. Building Medicare Into Your Retirement Plan Medicare decisions don’t exist in a vacuum. Premiums, out-of-pocket costs, and coverage choices all affect cash flow in retirement. In this episode, I explain how to think about Medicare as part of a larger retirement strategy, not just a healthcare decision—so your plan stays aligned as you transition out of the workforce. Resources Mentioned Connect With Ryan Subscribe to the Download my entire book for FREE /episode/index/show/retirewithryan/id/40085560

6 Changes To Social Security Happening in 2026, #292 02/10/2026

6 Changes To Social Security Happening in 2026, #292 The landscape of Social Security is changing yet again. As we enter 2026, six big changes will impact both current and future retirees. I break down everything from the new cost of living adjustment (COLA), increases in the earnings test limit, and updated eligibility requirements, all the way to shifts in the full retirement age and the solvency projections for the Social Security Trust Fund. You’ll also hear practical tips on maximizing your Social Security benefits, how to prepare for what’s ahead, and why it’s more important than ever to have a solid retirement plan in place. You will want to hear this episode if you are interested in... [00:00] Social Security updates in 2026. [04:23] Social Security Cost of Living Adjustment (COLA). [09:00] Social Security earnings and credits. [13:41] Social Security benefits timing. [15:31] Social Security cuts looming in 2033. Key Social Security Changes in 2026 On the show, you’ll hear an overview of these changes, helping you to prepare and adjust your financial plans accordingly. From increased earning limits to the solvency of the trust fund, here's what you need to know. 1. Cost-of-Living Adjustment (COLA): A Modest Boost One of the most anticipated changes each year, the Social Security cost-of-living adjustment (COLA), has been set at 2.8% for 2026—slightly higher than last year’s 2.5%. This increase is designed to help benefits keep pace with inflation and is calculated automatically based on the Consumer Price Index for Urban Wage Earners and Clerical Workers (CPI-W) (as explained by Ryan Morrissey ). For retirees, this means an average monthly benefit increase of around $56 for singles and $88 for married couples. However, COLA’s impact can be offset by hikes in Medicare Part B premiums, which have risen to $201.96 for 2026. This nearly $18 increase represents a 9.6% jump—higher than the COLA percentage—reminding retirees to monitor both Social Security and Medicare in tandem for accurate budgeting. 2. Earnings Test Limits: Collecting While Working If you want to claim Social Security before reaching your full retirement age and continue working, new earnings test limits apply. For those aged 62 until they reach full retirement age, the annual earnings limit is now $24,480, with benefits reduced by $1 for every $2 earned above this threshold. If you're in the year you hit full retirement age, the limit jumps to $65,160. Exceeding this means your benefit will be reduced by $1 for every $3 extra earned. Importantly, once you reach the month of your full retirement age, these limits disappear, and you can collect benefits without reductions regardless of income. 3. Earning Credits for Eligibility To qualify for Social Security, you must earn at least 40 credits over your working lifetime. For 2026, you’ll receive one credit for each $1,890 earned per quarter—a slight increase over last year’s $1,810. Most individuals accumulate the required credits after about 10 years of work. Earning more than 40 credits doesn’t increase your benefit, but working longer and earning more can boost your payout through the average indexed monthly earnings calculation. 4. Social Security Wage Base Increase Social Security taxes apply to income up to a set wage base, which in 2026 rises to $184,500. Both employees and employers pay 6.2% up to this limit, which has increased by $7,500 over the last year. If you’re self-employed, you cover both portions (12.4%). There’s no cap on what you pay into Medicare, with a rate of 1.45%, and an additional 0.9% for higher earners. These thresholds have not been adjusted for inflation, making planning essential for those with larger salaries. 5. Full Retirement Age: Incremental Shift The gradual increase in full retirement age culminates in 2026. Those born in 1959 can claim full benefits at age 66 and 10 months, while anyone born in 1960 or later sees their full retirement age rise to 67. This change marks the final step in modifications enacted by the 1983 Social Security Act. After age 67, there are no planned increases—unless Congress takes further action. 6. Social Security Trust Fund: Solvency Concerns The long-term outlook for the Social Security Trust Fund remains a concern. Per the latest trustee report, benefits could be cut by 23% in 2033 if Congress does not act. Recent laws have expanded eligibility but also reduced system inflows, raising questions about solvency. For now, we don’t need to panic; proactive planning and staying informed are key. Regularly review your Social Security status and plan contributions, and consider how these changes affect your overall financial strategy. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/40006940

Protecting Your Schwab Accounts From A RAT Attack, #291 02/03/2026

Protecting Your Schwab Accounts From A RAT Attack, #291 Have you ever fallen victim to a RAT attack? No, not the furry kind, a Remote Access Trojan attack. I’m discussing how cybercriminals use social engineering to target victims, and the real-world impact these threats can have on your investment accounts and personal information. I reveal the latest tactics scammers use, and, most importantly, offer practical tips to help you recognize warning signs, safeguard your accounts, and minimize your risk, whether you’re an individual managing your retirement nest egg or a business owner overseeing company assets. You will want to hear this episode if you are interested in... [00:00] What is a RAT attack? [02:45] Avoid clicking unknown links. [06:28] Preventing fraud through active monitoring. [09:44] Enhancing network security strategies. [10:48] Tips for staying secure online. The Escalating Threat of RAT Attacks There are an estimated 2,200 cyberattacks every day, or one every 39 seconds. Global financial damages from cybercrime are projected to rise from $9.5 trillion (2024) to an estimated $10.5 trillion in 2025. It’s no longer a matter of if, but when, the next attack will happen. How a RAT Attack Unfolds Most RAT attacks begin with “social engineering”, that is, psychological manipulation designed to get you to act against your best interest. This can look like an email or text from what appears to be a trusted company (think Schwab, Amazon, or EZ Pass), urging you to click a link or download an attachment. Do not click these links or download unknown files, even if the message creates a sense of urgency or familiarity. Even a simple PDF can be the Trojan horse that installs malware without you noticing. Once delivered, the RAT malware quietly installs itself, evading your detection. It can come bundled with software downloads, or even through “drive-by” downloads, just visiting a compromised website can infect your device without any clicking at all. More Than Just a Headache Recently, cybercriminals hacked a client’s phone and attempted to transfer money from their investment account. Because my team actively monitors accounts and receives real-time alerts from Schwab, we caught the fraudulent activity before funds were lost. But not everyone is so lucky, if hackers compromise your credentials and accounts aren’t closely watched, money could be transferred out, leaving you to face a lengthy investigation to recover your hard-earned savings. Simple Habits for Preventing Attacks Most successful attacks don’t involve sophisticated hacking, they leverage human error. Train yourself (and if you’re a business owner, your staff) to recognize phishing emails and suspicious texts. Verify unexpected requests directly with the company, never through the provided links. Lock Down Access Implement “least privilege” access, using strong, unique passwords and two-factor authentication for every account. For investment platforms and email, enable notifications for any account activity, so you’re alerted instantly to suspicious changes. Secure remote connections with a Virtual Private Network (VPN) and avoid unsecured public Wi-Fi. If you must work remotely, use your cell phone’s secure hotspot rather than free Wi-Fi at a coffee shop. And never log on to bank or brokerage accounts on shared or public networks. Monitor and Layer Security Constant vigilance is your shield. Regularly monitor account activity and set up a system of alerts. Layer your security by combining access controls, firewalls, and regular updates. Always verify new contacts or software installations, adopt a “zero trust” mindset: trust, but always verify. Stay One Step Ahead No single solution can prevent all RAT attacks, but a combination of awareness, good digital habits, and layered security makes a world of difference. Being informed is your best defense. Activate two-factor authentication, review your notifications and account alerts, and approach every digital interaction with a healthy dose of skepticism. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/39975920

Can I Contribute to My 401(k) and a Traditional IRA in the Same Tax Year?, #290 01/27/2026

Can I Contribute to My 401(k) and a Traditional IRA in the Same Tax Year?, #290 A listener recently wrote in with a common and important retirement planning question: If I’m already maxing out my 401(k), can I also contribute to a traditional IRA in the same year? The short answer is yes—but whether it makes sense, and how much benefit you receive, depends on your income, tax situation, and long-term goals. In this episode, I break down how traditional IRA contributions work alongside employer-sponsored retirement plans, when those contributions are deductible, and what options are available if your income is too high for a deduction. We also explore alternative strategies, including Roth IRA contributions and backdoor Roth conversions, so you can decide how best to use your annual IRA “coupon.” This episode is especially helpful if you’re trying to balance tax savings today with tax flexibility in retirement and want to avoid common mistakes that can complicate your plan later. You will want to hear this episode if you are interested in... [00:00] Whether you can contribute to a 401(k) and IRA in the same tax year [01:55] The tax-deferral benefits of contributing to a traditional IRA [03:55] When a traditional IRA contribution is tax deductible [05:00] Income limits that affect IRA deductions [07:00] Using non-deductible IRA contributions correctly [10:00] Roth IRA contribution limits and income phaseouts [11:45] How a backdoor Roth IRA strategy works [13:30] Choosing the right IRA strategy for your situation Why a Traditional IRA Can Still Make Sense Even if you are already maxing out your 401(k), contributing to a traditional IRA can provide additional tax advantages. The primary benefit is tax deferral. Dividends, interest, and capital gains generated inside an IRA are not taxed in the year they occur. Instead, taxes are deferred until you withdraw the money, potentially years or even decades later. This can be especially powerful if you do not need the money right away. With required minimum distributions now starting at age 73—and increasing to age 75 for those born in 1960 or later—many investors have a long runway for tax-deferred growth. When IRA Contributions Are Tax Deductible Whether your traditional IRA contribution is deductible depends on two main factors: whether you or your spouse are covered by an employer-sponsored retirement plan, and your adjusted gross income (AGI). Coverage includes plans such as a 401(k), 403(b), 457, SIMPLE IRA, SEP IRA, or pension plan. For 2026, married couples filing jointly can fully deduct a traditional IRA contribution if their AGI is below $129,000, with deductions phasing out completely by $149,000. For single filers, the full deduction applies below $81,000 and phases out by $91,000. If neither spouse is covered by a workplace plan, the contribution is fully deductible regardless of income. Options If You Can’t Deduct a Traditional IRA If your income is too high to deduct a traditional IRA contribution, you still have options. One approach is making a non-deductible IRA contribution. While this does not provide a tax deduction upfront, your investments can still grow tax deferred. However, this strategy requires careful recordkeeping to properly track taxable and non-taxable portions when withdrawals begin. Another option is contributing to a Roth IRA, if your income falls within Roth contribution limits. Roth IRAs offer tax-free growth and tax-free withdrawals, making them attractive for long-term planning. For those whose income exceeds Roth limits, a backdoor Roth IRA may be an option, provided there are no other pre-tax IRA balances that would trigger pro-rata taxation. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/39876795

Top 5 Growth ETFs to Own For 2026 and Beyond, #289 01/20/2026

Top 5 Growth ETFs to Own For 2026 and Beyond, #289 Last week, we covered the best investments to preserve your money, but this week we are shifting gears to focus on growth. For retirees, the goal is to have an income that outpaces inflation, and historically, the best way to achieve that is by having 50% to 70% of your portfolio invested in stock funds. In this episode, I break down five specific Exchange Traded Funds (ETFs) that can help you grow your wealth in 2026. I discuss why I prefer ETFs over mutual funds, specifically focusing on cost, transparency, and liquidity, and provide the exact ticker symbols and expense ratios for the funds I use with my own clients to build diversified, growth-oriented portfolios. If you are willing to accept some volatility to achieve higher long-term returns, this episode provides a blueprint for structuring the equity side of your retirement plan. You will want to hear this episode if you are interested in... [00:00] Top 5 Growth ETFs to Own For 2026. [02:55] Why ETFs are superior to mutual funds. [05:23] The core holding: S&P 500 ETF. [09:28] Capturing extra growth with SPYG. [06:33] Small Cap stocks and the profitability factor. [13:38] Investing in the Developed World ex-US. [15:43] High growth potential in Emerging Markets. Why Choose ETFs? Before diving into specific funds, it is important to understand why Exchange Traded Funds (ETFs) are often a better choice than traditional mutual funds. I prefer them for four main reasons: Cost: ETFs often have significantly lower expense ratios, some less than a tenth of a percent, compared to actively managed funds that can charge up to 2%. Performance: Many active funds struggle to outperform their benchmarks over time. Transparency: You can see exactly what an ETF holds, whereas mutual funds may only report holdings twice a year. Liquidity: You can trade ETFs throughout the day while the market is open, rather than waiting for the market close price required by mutual funds. The US Core: S&P 500 and Growth Variations For the core of a growth portfolio, I look to the S&P 500, which has averaged a 15% return over the last five years. State Street SPDR Portfolio S&P 500 ETF (SPYM/SPSM): This fund tracks the S&P 500 but was created to offer a lower cost (0.02% expense ratio) compared to the original SPY ETF. It is a massive fund with over $100 billion in assets, heavily weighted toward large technology companies like Nvidia, Apple, and Microsoft. S&P 500 Growth ETF (SPYG): If you want to lean more aggressively into growth, this fund tracks S&P 500 companies with high sales growth and momentum. It has a 3-year average return of 29% and a very low expense ratio of 0.04%. Diversifying with Small Caps While the S&P 500 is dominant, it has had "lost decades" in the past where returns were negative. To diversify, I recommend the S&P 600 Small Cap ETF. Unlike the Russell 2000, the S&P 600 index requires companies to be profitable, which filters out lower-quality stocks. Although it has lagged recently, small caps may be poised for a comeback due to economic shifts and tariffs. The expense ratio for this fund is just 0.03%. International Opportunities The US has outperformed international markets recently, but that trend could reverse. Developed World ex-US (SPDW): This fund invests in developed economies like Japan, the UK, and Canada. It offers exposure to major global players like Samsung and AstraZeneca with a low expense ratio of 0.03%. Emerging Markets (SPEM): For higher potential growth, this fund targets countries with rapidly growing GDPs, such as China, Taiwan, and India. These economies have a growing middle class, which can drive corporate earnings. The fund holds major companies like Taiwan Semiconductor and Alibaba. Resources Mentioned Subscribe to the Connect With Morrissey Wealth Management /episode/index/show/retirewithryan/id/39796650

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