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Retirement Pitfalls: Costly Money Moves You Don’t See Coming, Ep 181

RETIREMENT MADE EASY

Release Date: 02/16/2025

How Close Are You to Retirement? Listener Questions Answered, Ep #199 show art How Close Are You to Retirement? Listener Questions Answered, Ep #199

RETIREMENT MADE EASY

Today, in our 199th episode, I dive into some timely updates on Social Security and answered a batch of long-overdue listener questions. We kick things off with the newly announced 2.8% cost-of-living adjustment (COLA) for Social Security benefits starting January 2026. While that sounds like good news, I cautioned listeners not to celebrate too quickly.  Medicare Part B premiums are expected to rise by 11.6%, or about $21.50 per month, which will eat into that COLA, leaving most recipients with a net increase of only around $34.50. I argue that announcing the Social Security COLA a month...

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RETIREMENT MADE EASY

In this episode of the Retirement Made Easy podcast, I delve into 401(k)s: how they work, why they matter, and how to maximize their benefits. I break down the basics in simple terms, just like I always aim to do, because retirement planning shouldn’t be confusing. I discuss the differences between good and not-so-great 401(k) plans, the pros and cons of keeping your money in a 401(k) versus rolling it into an IRA, and how changes in providers can impact your investment options. I also share a helpful government site for tracking down old retirement accounts and explain why Roth conversions...

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RETIREMENT MADE EASY

Are you confident your retirement plan covers everything, or are there blind spots that could cost you down the road? In this episode of the Retirement Made Easy podcast, I reveal six commonly overlooked areas that can quietly sabotage even the most well-intentioned retirement strategy. From inflation shocks and healthcare surprises to tax missteps and market overconfidence, I’ll walk you through the pitfalls I see time and again so you can learn how to avoid them. If you want a retirement that’s not just comfortable but resilient, this episode is a must-listen. My goal is to walk you...

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RETIREMENT MADE EASY

In this episode, I tackled some of the most common and pressing questions I’ve received from listeners, prospective clients, and current clients at . These questions are all centered around one big theme: preparing for retirement with clarity and confidence. Whether you're wondering about old 401(k)s, required minimum distributions (RMDs), or how to structure your retirement income, we covered a lot of ground. One of the first things I addressed was the new government resource for tracking down forgotten retirement accounts: . If you think you might have an old 401(k) or pension...

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RETIREMENT MADE EASY

Over the past few weeks, I’ve had several clients and prospective clients ask me the same question: “Should I keep my life insurance in retirement?” Life insurance is something we all tend to think of as essential when we’re younger (when we’ve got a mortgage, kids at home, maybe only one working spouse). But once you’re nearing or in retirement, things change. So, the question becomes: Does it still make sense to pay for life insurance? In many cases, the answer depends on your goals and financial picture. I’ve seen cases where people are paying big premiums for small death...

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RETIREMENT MADE EASY

Do you know if you’ll retire on time? In this episode, I explore a question I often hear: Why do some people retire on time, confidently, and on track, while others keep pushing it off or feel like it will never happen? Additionally, I examine the differences in retirement experiences between men and women.  Along the way, I share personal insights, stories from clients, research findings, and practical planning tips that can help you prepare for a retirement you truly enjoy. I share a powerful study from Harvard Business School that really stuck with me. This study shows how important...

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RETIREMENT MADE EASY

Are you confident your retirement plan is built to last-or could there be a trap door waiting to open beneath your feet?  In this episode, I shine a light on the hidden dangers that can derail your retirement. Have you ever considered what would happen if your pension were suddenly cut in half? It has happened to retirees from major companies before, and it could happen again. I delve into real-life stories of people who thought they were financially secure, only to be blindsided by risks they hadn’t seen coming. From unexpected inflation spikes (like a 27% jump in homeowners insurance)...

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RETIREMENT MADE EASY

Retirement planning isn’t just about investments and Social Security; it’s also about how you budget and prepare for the expenses you know are coming. In this episode, I break down two essential but often misunderstood tools: sinking funds and target date funds. First, I explore how sinking funds, popularized by the likes of Dave Ramsey, can help retirees avoid high-interest debt and budget for large, irregular expenses like vacations, home improvements, or even a future wedding. I share personal examples and stories from my clients to show how setting aside money intentionally can be a...

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RETIREMENT MADE EASY

Many people dream of retiring as soon as possible, but rarely stop to ask if they’re truly ready. It’s easy to assume you’ll figure things out when you get there, but this episode challenges that thinking by revealing 10 overlooked signs you may not be ready to retire yet. Even if you’re eager to leave the 9-to-5 behind, there are critical financial, emotional, and lifestyle factors you might not have fully considered, ones that can derail your dream if ignored. We’ll explore issues like carrying too much debt, lacking a solid income plan, underestimating healthcare costs, or not...

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RETIREMENT MADE EASY

Most people treat Social Security as a fixed outcome, just another box to check when retirement arrives. Select an age, complete the form, and proceed. But the truth is, your choices around Social Security can unlock, or quietly erase, tens of thousands of dollars over time. The timing of your claim, whether you’re still working, your marital history, even how you coordinate with your spouse’s benefit… it all matters. And yet, plenty of financial advisors either avoid the topic or admit they don’t know how the system works. That leaves you on your own to navigate rules that weren’t...

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More Episodes

Most people assume that if they’ve saved diligently, their retirement is secure. But the reality is that certain financial decisions—ones that seem harmless or even smart in the moment—can quietly erode your long-term security. Whether it’s taking on unexpected debt, mismanaging investments, or making emotional money moves, these mistakes can cost retirees tens (or even hundreds) of thousands of dollars over time.

Today, we uncover some of the most common and costly retirement pitfalls that people don’t see coming. From high-interest home equity loans to over-investing in trendy stocks, we break down why these decisions can backfire and what you can do instead to protect your future. By the end of this episode, you’ll have a sharper eye for potential risks and a game plan to ensure your money lasts as long as you do.

You will want to hear this episode if you are interested in...

  • (0:00) Retirement pitfalls
  • (2:15) The biggest retirement mistakes people are making
  • (5:12) The hidden cost of home equity loans & big purchases
  • (10:30) Overloading on tech stocks & risky investments
  • (13:49) The financial risks of helping adult children
  • (19:20) Unnecessary life insurance & taking advice from the wrong people
  • (25:00) Social Security, behavioral mistakes & staying on track

Resources & People Mentioned

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