2026 Changes You Can’t Ignore: Social Security, Tax Rules, and Withdrawal Realities, Ep #202
Release Date: 01/15/2026
Avoiding 3 Common Financial Pitfalls After You Stop Working, Ep #215
RETIREMENT MADE EASY
In this episode, I take you through the three most common mistakes people make in retirement—and how you can avoid them to set yourself up for long-term success. From overspending in the early days of retirement to overlooking crucial tax strategies and entering retirement without a written income plan, I discuss why these pitfalls happen and what you can do differently. Later in the episode, it’s rapid fire as I answer your listener questions on topics like Social Security benefits, Roth conversions, pension payout choices, and how to invest your retirement accounts once you leave the...
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How to Adjust Your Retirement Plan for Social Security Uncertainty, Ep #214
RETIREMENT MADE EASY
This week I’m discussing the latest Social Security Trustees Report, what it means for your future benefits, what changes may be coming, and how millions of Americans are already planning ahead. I’ll dig into the psychology and strategy of spending down your savings once you retire, including how to transition from saving to spending, why an “intentional adjustment” matters, and the critical role of having a written plan. I also answer listener questions about withdrawal strategies and how to weigh the decision of working “one more year.” You will want to hear this...
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The Overlooked Essentials of a Well-Prepared Retirement Plan, Ep #213
RETIREMENT MADE EASY
Retirement is often painted as a well-earned period of leisure, adventure, and relaxation. Yet, the journey to a fulfilling retirement is rarely straightforward. On this episode of the show, I’m shining a light on the intricate realities lying beneath common assumptions—and how the right planning, rooted in your personal goals and beliefs, makes all the difference. I also share an eye-opening case study highlighting the difference between being told you’re “good to retire” and actually being prepared for retirement. You will want to hear this episode if you are...
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Breaking Down Retirement Mind Blocks, Ep #212
RETIREMENT MADE EASY
The conversation this week explores the mindset shifts required as individuals move from years of saving and accumulating wealth to the daunting prospect of spending down those savings. Emotional readiness, habits, and even arbitrary financial goals can become barriers to making the leap into retirement—even when the numbers already add up. I share practical strategies for addressing these mental roadblocks, emphasizing the importance of holistic preparation: not just being financially set, but also feeling ready psychologically, emotionally, and spiritually for the next chapter. ...
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Avoiding Tax Traps: Selling Capital Gains and Managing Company Stock, Ep #211
RETIREMENT MADE EASY
Retirement planning is about more than just saving money—it’s about making smart decisions with your finances to ensure that you keep as much of what you’ve earned as possible. On the show this week, I’m sharing essential strategies for managing your taxes in retirement—including a real-life example of a couple selling $146,000 in capital gains and paying zero taxes. I break down the benefits of non-retirement brokerage accounts, clarify the rules around capital gains and losses, and reveal a key element of the tax code that hasn’t changed in nearly 50 years. In the second half of...
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Retiring Soon? What 2026’s Economic Landscape Means for Your Plans, Ep #210
RETIREMENT MADE EASY
What does it mean to retire in 2026, and how does today’s retirement landscape differ from 10 or 20 years ago? With more retirees facing challenges such as rising healthcare costs, higher cost of living, concerns about Social Security, shifting demographics, and the impacts of national debt, this episode digs into the current risks and opportunities for those planning their golden years. I share insights from a recent Goldman Sachs retirement study and answer listener questions on retirement planning software, investment strategy before retirement, handling 401(k) and IRA loans, and Social...
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Clearing Up Roth IRA Confusion, Ep #209
RETIREMENT MADE EASY
When it comes to retirement planning, understanding tax-advantaged accounts like Roth IRAs, knowing how to select a trusted advisor, and making optimal income choices are key building blocks for long-term financial confidence. On this episode of the Retirement Made Easy podcast, I’m digging into the details of Roth IRAs, Roth conversions, navigating advisor relationships, and the complex art of Social Security timing. With tax rules, income strategies, and advisor choices constantly evolving, continuous education and proactive planning are essential. If you’re part of the 80% of...
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Protect Your Retirement and Make Smarter Decisions in Uncertain Times, Ep #208
RETIREMENT MADE EASY
When markets feel unsettled, it can be hard not to worry. Headlines about war, inflation, falling retirement balances and political uncertainty can make even experienced investors feel uneasy. But as this episode of Retirement Made Easy highlights, volatility is not unusual — it is part of investing. The key is not to avoid every downturn. It is to respond in a way that supports your long-term retirement goals. From managing market dips to understanding survivor benefits, long-term care, and retirement income decisions, this episode covers some of the most important issues retirees...
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Demystifying HSAs, FSAs, and Social Security Benefits, Ep #207
RETIREMENT MADE EASY
Retirement planning can feel overwhelming, but understanding key benefits and strategies can help you make the most of your financial future. On the show this week, I tackle listener questions on Health Savings Accounts (HSAs), Flexible Spending Accounts (FSAs), and Social Security. If you’re considering an HSA, are curious about contribution limits, or want to know how HSAs can work alongside FSAs, I break it down in simple, clear language. I also answer a wide range of Social Security questions, and discuss how your benefits are calculated, timing your claim, navigating survivor benefits,...
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Avoiding Retirement Regrets: What Retirees Say They’d Do Differently Ep #206
RETIREMENT MADE EASY
On the show this week, I draw on real-world experiences from current retirees to uncover the surprises, challenges, and valuable lessons they wish they’d known before stepping into retirement. If you're curious about the realities of social interaction after leaving the workforce, managing rising healthcare costs, or navigating company-specific 401(k) features, this episode is for you. You will want to hear this episode if you are interested in... [00:00] Retirement lessons from retirees [08:23] Prioritizing tax planning in retirement [15:06] Retirement accounts &...
info_outlineWelcome to 2026! A new year brings a fresh set of rules for your retirement savings, and not all of them are straightforward. With the turning of the calendar comes changes to contribution limits, Social Security adjustments, and new tax mandates that could catch you off guard if you aren't paying attention.
In this first episode of the year, I break down exactly what is changing for 2026, from the "good news" of higher contribution limits to the "bad news" of Medicare premium hikes that might eat up your entire Social Security cost-of-living adjustment. I also dive into a controversial new rule from the Secure Act 2.0 that forces high earners to change how they save in their 401(k)s, removing the choice of pre-tax savings for many.
We also tackle some fantastic listener questions, including a look at why Target Date Funds had a "lucky" year in 2025 (and why I still don’t recommend them), and I dismantle a dangerous misconception about retirement withdrawals, the "Mayonnaise Jar" math that convinces retirees their money will last 20 years when, in reality, inflation and life have other plans.
You will want to hear this episode if you are interested in...
- (00:23) Intro to 2026 Changes.
- (04:36) Social Security COLA vs. Medicare Premiums.
- (06:40) New IRA and 401(k) Contribution Limits.
- (10:24) The New "Roth Catch-Up" Mandate for High Earners.
- (18:57) New Charitable Deduction Rules.
- (20:03) Listener Q: Target Date Funds Explained.
- (29:12) Listener Q: The "Mayonnaise Jar" Withdrawal Mistake.
The "Fake" Raise: Social Security vs. Medicare in 2026
We start the year with what sounds like a win: a 2.8% Cost of Living Adjustment (COLA) for Social Security recipients. However, before you start budgeting that extra cash, you need to look at the other side of the ledger.
Medicare Part B premiums have jumped by nearly 9.67%, rising to $202.90 a month. For many retirees, this increase will come directly out of their Social Security check, effectively wiping out the "raise" they thought they were getting. It is a reminder that healthcare inflation often outpaces general inflation, and your plan needs to account for that reality, not just the headline numbers.
The $150k Trap: New Mandatory Roth Rules
One of the biggest changes for 2026 comes from the Secure Act 2.0, and it impacts high earners. If you earned $150,000 or more in FICA wages in 2025, you no longer have a choice on how you make your "catch-up" contributions.
Uncle Sam now mandates that your catch-up contribution (the extra $8,000 you can save if you are over 50) must go into a Roth 401(k). This means you lose the immediate tax deduction on those dollars. It is a way for the government to grab more tax revenue now rather than later, and for many savers, it removes the flexibility to design a tax strategy that fits their specific needs. If your employer doesn't offer a Roth option, you might be out of luck entirely.
Why "Cookie Cutter" Investing Still Fails (Even When It Wins)
A listener asked why their Target Date Fund performed so well in 2025. The answer lies in a rare alignment of international markets and bond performance that boosted these funds last year.
But one good year doesn't change my fundamental problem with these funds: they are "cookie-cutter." They treat every 65-year-old exactly the same, ignoring your personal goals, your risk tolerance, and your income needs. It’s like walking into a car dealership and being told you have to buy a minivan just because everyone else your age is buying one. You deserve a plan customized to your life, not a default setting based on your birth year.
The "Mayonnaise Jar" Math Mistake
Finally, I address a listener who believed he was set for 20 years because he could withdraw $50,000 a year from his $1 million nest egg until it hit zero. I call this "Mayonnaise Jar" math, assuming you can just pull cash out of a stagnant jar until it's empty.
This logic fails because it ignores inflation. As we saw in 2025 with beef prices jumping 20%, the cost of living does not stay flat. $50,000 today will not buy $50,000 worth of goods in ten years. If you don't have your money invested to grow and outpace inflation, you aren't planning for a 20-year retirement; you're planning to run out of purchasing power long before you run out of money.
Resources & People Mentioned
Connect With Gregg Gonzalez
- Email at: Gregg.gonzalez@lpl.com
- Podcast: https://RetirementMadeEasyPodcast.com
- Website: https://StLouisFinancialAdvisor.com
- Follow Gregg on LinkedIn
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