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PODCAST

Stay Wealthy Retirement Podcast

Taylor Schulte, CFP®

An award-winning retirement podcast dedicated to helping you lower taxes, invest smarter, and make work optional. Do you want to avoid overpaying the IRS in retirement? Or learn how to prepare for the next stock market crash? How about when to take Social Security and how to turn your investments into reliable retirement income? Hey there! I"m CERTIFIED FINANCIAL PLANNER™ Taylor Schulte, and I was recently named the #2 Independent Financial Advisor in the U.S. by Investopedia. Each week on this

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All Episodes

27:00

Why Healthcare Before Medicare Shouldn't Stop You...

Stay Wealthy Retirement Podcast ·

2026/03/05

Health insurance is keeping millions of Americans stuck in jobs they'd otherwise leave. In fact, 1 in 5 workers ages 50–64 say they're staying put because of their employer health coverage. And with recent changes to the ACA, that pressure is only growing. In this episode, I cover: → Why healthcare before Medicare has become a psychological roadblock to early retirement → Why the real cost of waiting until 65 may not be what you think → The options many people overlook and the tradeoffs worth

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19:49

The Retirement Income Mistake That Costs Investors Up...

Stay Wealthy Retirement Podcast ·

2026/02/26

For 30 or 40 years, a paycheck simply showed up. Then one day, it stops. Now you're staring at a portfolio and asking: "How do I turn this into reliable income for the rest of my life…without overpaying the IRS or outliving my money?" It's no surprise so many retirees gravitate toward dividends. They feel like a replacement paycheck. In fact, the majority of investors say they prefer dividends and interest over capital gains to fund retirement. But retirement income planning isn't just about

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14:31

The Retirement Risk That Changes Everything

Stay Wealthy Retirement Podcast ·

2026/02/19

Markets move every day. Headlines change every hour. But the greatest threat to your retirement plan isn't volatility... it's something far less visible. In this episode, I'm breaking down: → The three components of risk most investors focus on (and the one they ignore) → Why rare, extreme events have an outsized impact on long-term wealth → How to build a retirement plan designed to survive (and even benefit from) uncertainty I'm also sharing why many "downside-protection" strategies sound

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16:58

Why a Stock Market Crash Won't Ruin Your Retirement...

Stay Wealthy Retirement Podcast ·

2026/02/12

Your retirement involves complex, interconnected decisions—taxes, income, healthcare, estate planning, investments. See how they fit together in one coordinated strategy built around your numbers. 👉 Learn More and Book a Call ----- Strong rallies make people uneasy. So does the fear that one bad crash could undo decades of careful saving. Recently, Morningstar published a great article centered around a chart mapping nearly 100 years of U.S. market history. When you zoom out, several widely

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29:19

Annuities Explained: When Guarantees Help—and When...

Stay Wealthy Retirement Podcast ·

2026/02/05

Annuities are often sold as a simple solution to a complicated retirement problem. Guaranteed income. Protection from market volatility. Peace of mind that your money won't run out. But behind those promises is a much more complex set of trade-offs that many investors don't consider. Because while annuities can play a role in retirement planning, evaluating them in isolation often leads to unintended consequences (higher fees, reduced flexibility, extra taxes). So in today's episode, I break down

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20:19

The Best Investment for Your Retirement (It's Not...

Stay Wealthy Retirement Podcast ·

2026/01/29

What makes an investment "good?" It seems like a straightforward question, but the answer is more subjective than most people realize. Recently, my wife asked why I thought real estate was such a BAD investment when others she knows call it the BEST they've ever made. Hearing it framed that way struck a different chord. And rather than quickly defending my position with data and facts, I found myself reconsidering the question entirely. In today's episode, I share how to evaluate investments in

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17:01

What Happens to Your Taxes When a Spouse Dies (And...

Stay Wealthy Retirement Podcast ·

2026/01/22

After decades of filing taxes together, most couples assume their retirement plan will continue largely unchanged if one spouse passes away. But for many surviving spouses, the first surprise is a higher tax bill, even when income hasn't changed much. In this episode, I explain how a feature of the tax code can increase taxes after the loss of a spouse. Using a real-world example, I show why tax brackets shrink, why retirement income often doesn't, and how that mismatch can quietly drive taxes

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19:37

How to Use 2026 Market Outlooks to Plan for Retirement

Stay Wealthy Retirement Podcast ·

2026/01/15

Every year, Wall Street rolls out its market predictions. Targets get published, expectations get set, and the headlines make it sound like the future is just a spreadsheet away. But markets have a long history of humbling even the most confident forecasts, and that creates a real problem for retirement savers. Because, while short-term forecasts are usually noise, ignoring market expectations altogether isn't the answer either. So in today's episode, I break down how to think about market outlooks

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20:29

2026 Tax Changes Explained (Including 2 Rules Causing...

Stay Wealthy Retirement Podcast ·

2026/01/13

Every January, we go through the same routine. Limits adjust, brackets shift, and most years it's just a quick refresh. But 2026 is different. Sweeping tax legislation passed last summer is introducing some of the biggest changes we've seen in a while. And buried inside those updates are two new rules that have already caused widespread confusion (even among experts). In this bonus episode, I walk through the most important tax updates for 2026 and explain why they matter for your retirement plan. I

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16:04

The 7 Questions That Shape a Confident Retirement

Stay Wealthy Retirement Podcast ·

2026/01/08

After decades of saving and doing the right things, most people expect retirement to feel clear. But for many, it doesn't. Not necessarily because they didn't save enough, but because key financial decisions were made in isolation. In this episode, I walk through the seven questions every retirement saver should be able to answer. I also share the exact planning framework my team and I use to make sure those questions are addressed in a thoughtful, coordinated way. By the end of today's episode,

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25:21

7 Investing Facts Every Retirement Saver Needs to Hear

Stay Wealthy Retirement Podcast ·

2025/12/18

It's that time of year again—time to step back from the complex tax strategies, Roth conversion debates, and retirement planning deep dives… and have a little fun. 😊 In this annual "surprising stats" episode, I'm sharing 7 counterintuitive facts about the markets and investing. Some are counterintuitive. A few might make you question things you've believed for years. And at least one involves math that should make anyone considering complex insurance products hit the pause button. By the end of

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28:56

3 Tax Planning Strategies Most Retirement Investors...

Stay Wealthy Retirement Podcast ·

2025/12/11

💥 Download the freshly updated 2026 Tax Planning Cheat Sheet (PDF): www.youstaywealthy.com/cheatsheet *** Most year-end tax advice is generic... max out your 401(k), bunch your deductions, donate to charity. But for diligent retirement savers with healthy nest eggs, the real opportunities are more nuanced. In this episode, I break down three tax strategies that can help you avoid overpaying the IRS and reduce your lifetime tax bill. You'll learn how to evaluate whether each move makes sense for

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19:12

"Happy Thanksgiving (Yes, Even the Jerks)": Wisdom...

Stay Wealthy Retirement Podcast ·

2025/11/27

The Oracle of Omaha is officially "going quiet." In a rare and deeply personal announcement, Warren Buffett published what appears to be his final press release to shareholders. This episode isn't about taxes, investing, or the latest market headlines. It's about how one of the most successful investors of all time is thinking about money, family, aging, and what actually matters when the scoreboard stops moving. In this Thanksgiving special, I break down: ▶ Why he chose to say this now (at age

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19:27

The S&P 500 Trap: Why the "Safe" Choice Is Actually...

Stay Wealthy Retirement Podcast ·

2025/11/20

"Just buy the index." It's the simple advice that built your wealth and got you to the finish line. But here's what often gets overlooked: The strategy that got you to retirement won't necessarily keep you there. When you switch from saving to spending, the math changes. Suddenly, relying on a "simple" S&P 500 strategy exposes you to risks that didn't matter when you had a paycheck. In this episode, we cover: ▶ The Simplicity Trap: Why "decision fatigue" lures smart retirees into risky, overly

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17:27

Why Retirees Fear Running Out of Money — Even Though...

Stay Wealthy Retirement Podcast ·

2025/11/06

Everyone fears running out of money in retirement—even millionaires. What most people don't realize is that research shows most retirees rarely spend down their savings. In fact, many actually see their wealth grow throughout retirement, even during some of the toughest markets in history. In this episode, we unpack: ▶ Why that happens ▶ What the data really says about retirement spending ▶ How to find the right balance between confidence and caution By the end, you'll see why most retirees worry

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27:49

The Truth About Long-Term Care Insurance (and When to...

Stay Wealthy Retirement Podcast ·

2025/10/30

Sales of "traditional" long-term care insurance have fallen 92% since 2002. Meanwhile, hybrid policies have surged to over 500,000 sales a year. But which option actually makes sense for your situation? In this episode, I break down everything you need to know before buying long-term care insurance, including: ▶ The optimal age to purchase ▶ Traditional vs. hybrid policies (the real pros and cons beyond the sales pitch) ▶ The actual costs of proper coverage I'm also sharing three critical

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16:24

Long-Term Care: A 5-Step Process to Determine If You...

Stay Wealthy Retirement Podcast ·

2025/10/23

You've heard it before—70% of Americans over 65 will need long-term care. While that number is technically true, it’s also misleading. Because here's what many people don’t realize: the vast majority of retirees will never face a catastrophic, six-figure care event. In fact, nearly two-thirds will spend ZERO out of pocket during their lifetime! 🤯 So how do you prepare responsibly without overpaying for protection you may never use? In this episode, I walk you through a simple 5-step process to

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19:00

8 Red Flags You’re About to Get Scammed

Stay Wealthy Retirement Podcast ·

2025/10/16

Americans lost a record $16 billion to scams in 2024—nearly 40% from investment fraud alone. The trend is moving in the wrong direction. In this episode, I share the story of a small-town financial advisor who built trust over decades, until that trust unraveled into one of the most devastating scams they’d ever seen. More importantly, I break down 8 red flags that experts say could indicate you're being conned. Because here’s the truth: falling for a scam doesn’t mean you’re careless or foolish—it

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16:41

6 Reasons Why Delaying Social Security Might Hurt...

Stay Wealthy Retirement Podcast ·

2025/10/09

Most experts say the smartest Social Security move is to wait until age 70 to claim. On paper, the logic seems simple—delay claiming, and you’ll lock in a larger monthly check for life. But here’s what's interesting: only about 10% of Americans actually wait that long. 🤯 Nearly one-third claim Social Security at 62, and the majority file before full retirement age. So are millions of retirees making a huge mistake… or is the conventional wisdom missing something? In today’s episode, I’m sharing

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16:12

7 Signs You’re Closer to Retirement Than You Think

Stay Wealthy Retirement Podcast ·

2025/09/25

We’ve been told our whole lives that retirement happens at 65—maybe 62 if you’re lucky. But in my experience, that traditional timeline isn’t always the reality. In fact, for many people, retirement may be much closer than they realize. After nearly 20 years of building retirement plans, I’ve noticed a recurring theme: Most people overestimate how much they think they need and underestimate how ready they already are. That’s why in this episode, I’m breaking down 7 signs that could mean you’re

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