Retirement Success Blueprint With Michael Stewart - podcast cover

Retirement Success Blueprint With Michael Stewart

Financial and retirement planning guidance from Michael Stewart of Crystal Lake Tax & Financial.
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Episodes

Maverick, Goose, and the Financial Danger Zone

It's summer- and nothing says summer quite like Tom Cruise as Maverick soaring across the sky in Top Gun. This year marks the 40th anniversary of the original film, and with Tom Cruise's birthday on July 3rd, we figured it was the perfect excuse to revisit some of the most iconic quotes from the franchise and see what they have to say about your financial life. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092...

Jun 11, 202616 minEp. 178

Three Questions From People Thinking About Retiring In 2026

We're doing something a little different today. Three listeners wrote in with variations of the same question — am I ready to retire in 2026? Same question, three very different situations, three very different answers. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

May 28, 202614 minEp. 177

From First Conversation to Long-Term Plan — Here's How We Work

A lot of people think working with a financial advisor is just about picking investments. But a great planning experience is much more than that. Today, we’re walking through what it actually feels like to work with a firm- from the first conversation to ongoing guidance- so you know what to expect. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

May 14, 202615 minEp. 176

A New Proposal Might Cap Your Social Security Payments

A new proposal out of Washington is adding a fresh angle to the Social Security solvency debate. Today, we're breaking down what's proposed, if it might cost you money in the future, and what questions it raises for anyone planning around Social Security right now. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Apr 16, 202613 minEp. 174

The Gray Areas That Actually Matter in Retirement

Financial media loves simple answers: always do this or never do that. But real financial planning doesn’t work that way. Most of the biggest decisions people face in retirement live in the gray. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Feb 19, 202619 minEp. 173

Reacting To Controversial Financial Takes

Everyone’s got an opinion about money (especially the people with a book deal or a TV show). Some of that advice is useful. Some of it sounds better on a stage than it works in real life. Let’s break it down. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Feb 05, 202618 minEp. 172

10 Retirement Myths Too Many People Still Believe

There’s no shortage of financial advice out there, and unfortunately, not all of it is good. Some of the most damaging retirement mistakes don’t come from reckless behavior, but from ideas that sound reasonable and get repeated often enough to feel true. Today, we’re busting some of the most common retirement planning myths and explaining why believing them can quietly derail an otherwise solid plan. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092...

Jan 22, 202621 minEp. 171

Is the Economy Set Up For A Better 2026?

After a year marked by volatility, uncertainty, and more than a few economic curveballs, it’s understandable if optimism doesn’t come easily. But at least one economist is arguing that the outlook for 2026 may be brighter than many people expect. Allison Schrager's Article: https://www.fa-mag.com/news/five-reasons-to-be-optimistic-about-the-2026-economy-85324.html?section=68 Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092...

Jan 08, 202614 minEp. 170

Am I Behind In My Retirement Savings? What To Do If You Are

Nothing will mess with your financial confidence faster than comparing your savings to your brother, your coworkers, or that guy on YouTube who claims he retired at 35. Your retirement number isn’t a competition. Let’s talk about what really matters when you’re trying to figure out if you’re behind on your savings goals…and what to do if you actually are. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092...

Dec 18, 202518 minEp. 169

2025 Year In Review: What Actually Mattered for Your Money

A lot happened in 2025… Big political swings, stubborn inflation, new tax rules, and even a historic government shutdown. But what actually matters for your financial life? Today, we’re breaking down the year’s biggest headlines and what they may mean for your plan moving forward. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Dec 04, 202524 minEp. 168

Why Better Questions Build Better Retirements

You’ve heard the saying, “There’s no such thing as a bad question.” But in retirement planning… some questions are definitely better than others. The way you frame your question often determines the quality of your answer and, in some cases, the quality of your retirement. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Nov 20, 202521 minEp. 167

5 Financial Advisor Red Flags You Can’t Ignore

How do you know if your financial advisor is a bad fit for you? What about an advisor that you’re thinking about working with? What red flags should you be looking out for? Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Nov 06, 202518 minEp. 166

Two Advisors, Twice the Confusion?

Some people believe having two financial advisors means double the wisdom. But does it really equal double the problems? Today, we’ll tackle a person’s question about this very dilemma. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Oct 16, 202511 minEp. 165

Do Your Feelings Belong in Your Financial Plan?

Most people think financial planning is about calculators, spreadsheets, and strategies. But that’s only half the story. The truth is, your feelings about money can have just as much impact on your retirement as the numbers do. Today, we’re exploring the emotional side of planning. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Oct 02, 202516 minEp. 164

Fuzzy Math Is Sabotaging Your Financial Future

You’ve probably said it before. ‘I ran the numbers, and I should be fine.’ But what if the math you're relying on isn’t telling the whole story? Today, we’re unpacking some of the most common examples of fuzzy retirement math and showing you how to spot them before they cause real problems. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Aug 21, 202519 minEp. 163

Inflation Is Still Wrecking Retirement Confidence

Inflation may not be in the headlines like it was in 2022, but for most Americans, it’s still public enemy number one when it comes to saving for retirement. A new Schwab survey reveals just how many people still feel unprepared and how that affects their confidence in their financial future. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092...

Aug 07, 202518 minEp. 162

7 Retirement Assumptions to Reconsider in 2025

Just because something used to be true doesn’t mean it still is, especially in retirement planning. In 2025, rising interest rates, tax uncertainty, and longer retirements mean it’s time to rethink some of the old advice. These seven assumptions sound smart at first… but they could quietly hurt your plan if you’re not careful. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Jul 24, 202519 minEp. 161

Not Every Retirement Plan Fits Neatly In A Box

No two retirements look the same, and often clients come in with circumstances that make a cookie-cutter plan impossible. Let’s look at some examples of these more unique and challenging scenarios and explore the solutions you’ll need to successfully retire. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Jul 10, 202517 minEp. 160

The 4 Things You Can Control in Retirement

Markets crash. Taxes shift. Congress waffles on Social Security. You can’t control any of that. And stressing over it won’t help. What will? Focusing on the four things that actually move the needle in retirement. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Jun 26, 202518 minEp. 159

Retirement Breaking News: The 4% Rule Gets a Makeover

The 4% rule gets talked about like gospel in retirement planning. But let’s be honest, it’s always been more of a rough guess than a golden rule. Now, its original creator is revising it to 4.7%. So, does that mean your retirement paycheck just got a raise, or is this just another headline that oversimplifies a complex decision? Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092...

Jun 12, 202517 minEp. 158

Financial Book Club: The Psychology of Money

We’re starting a financial book club where a couple of times a year, we’ll discuss a book in the financial realm to see what we can learn…or what we might disagree with. Today, we’ll look at a few concepts from Morgan Housel’s book, The Psychology of Money… Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

May 22, 202517 minEp. 157

Am I Saving Too Much For Retirement?

Are you saving so much for retirement that it’s squeezing your life today? In this episode, we’re answering a smart viewer question about finding the right balance between preparing for the future and living fully in the present. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

May 08, 202515 minEp. 156

How Past Market Meltdowns Could Be Influencing You Today

It's been a volatile month. And if you’re feeling the pressure, you’re not alone. But how we respond in moments like this often has roots in the crashes we’ve lived through before. In this episode, we look at how past market meltdowns shaped investor psychology, how today’s chaos might be leaving its own mark, and what lessons we can take with us to navigate what’s next. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092...

Apr 24, 202521 minEp. 155

What Should You Actually Do When the Market Drops?

The headlines are loud, the markets are messy, and your gut might be telling you to do something — anything — right now. But what should you actually do when your portfolio takes a hit? Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Apr 08, 202515 minEp. 154

The Money Questions Every Couple Needs To Discuss This Valentine’s Season

Valentine’s season is all about love, but let’s be honest, money plays a huge role in any relationship. Whether you’ve been together for decades or are just starting out, financial stress can put a strain on even the strongest partnerships. So, how do you talk about money without killing the romance? In today’s episode, we're looking at the questions every couple should ask about finances and retirement. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092...

Feb 20, 202519 minEp. 153

Breaking: How Long Will $1 Million Last In Illinois?

For years, $1 million was considered the gold standard for retirement savings. But is it really enough? A new analysis shows that depending on where you live, that million could last a lifetime… or barely 15 years. In this episode, we break down the shocking cost-of-living differences across states and see if $1 million saved is enough or too little for your retirement plan. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092...

Feb 06, 202514 minEp. 152

What Dolly Parton Can Teach You About Smart Money Moves

Dolly Parton isn’t just a music icon—she’s a source of timeless wisdom. In this episode, we explore her most inspiring quotes and how they can guide your financial decisions, from saving to dreaming big. Let Dolly’s advice help you build a life, and wallet, worth singing about! Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Jan 23, 202516 minEp. 151

Inflation-Proof Your Retirement In 2025

Inflation has been a hot topic in recent years, and its impact on retirement planning is arguably bigger than ever. In this episode, we’ll explore how to adjust your strategy for 2025. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Jan 09, 202514 minEp. 150

Retirement Spending Strategy That Will Change Your Life

It’s almost the beginning of a new year – a time when many of us make resolutions to improve our lives. But how often do we resolve to improve the way we feel about our finances? Today, we’re talking about spending with confidence, a surprising challenge for many retirees. Contact Info: Website: https://crystallaketax.com/ Phone Number: 815-526-3092

Dec 19, 202419 minEp. 149
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