Jude Wilson
The Roth Guy with Jude Wilson
Welcome to The Roth Guy with Jude Wilson, your go-to podcast for all things tax, finance and retirement, hosted on YouTube and available on your favorite podcasting platforms! Each episode, join Jude Wilson as we explore the essential world of retirement planning, tax strategies, and overcoming financial hurdles. Imagine your financial journey as an epic superhero tale—filled with challenges like taxes, inflation, and market risks. But don’t worry, with Jude’s guidance, you can master your financial destiny and emerge as the hero of your own story. From practical advice on navigating taxes eff...
Author
Jude Wilson
Category
Podcast website
Latest episode
Jul 9, 2026
Where to listen?
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Episodes
Protecting What You Care Most About 09.07.2026 15:04
⭐Let’s make your financial story a heroic one! Schedule your complimentary review with Jude: https://calendly.com/centruscalendar-/30min Building wealth is important but protecting it can be just as critical. In this episode, Jude explains why a strong financial plan goes beyond investments and includes the safeguards needed to protect your family, your wishes, and your legacy. He explains how sm...
From First Conversation To Being A Client- Here’s How We Work 25.06.2026 18:43
⭐Let’s make your financial story a heroic one! Schedule your complimentary review with Jude: https://calendly.com/centruscalendar-/30min 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, Jude walks through what it actually feels like to work with a firm like Centrus Financial- from the first con...
The Financial Side of Taking Care of the People You Love 21.05.2026 16:01
⭐Let’s make your financial story a heroic one! Schedule your complimentary review with Jude: https://calendly.com/centruscalendar-/30min Most people think financial planning is about growing wealth. But when life takes an unexpected turn, the real question becomes much more personal: will the people you love be okay? In this episode, Jude shares why true financial planning goes far beyond investm...
You Meet With Your Advisor Once a Year - Are You Making the Most of It? 07.05.2026 13:43
⭐Let’s make your financial story a heroic one! Schedule your complimentary review with Jude: https://calendly.com/centruscalendar-/30min Most folks meet with their financial advisor once a year. That meeting can be one of the most valuable hours in your financial life… when it’s used well. Today, Jude shares what an annual review often looks like when it’s limited to surface-level topics, and wha...
A New Plan to Fix Social Security Would Hurt High Earners 23.04.2026 18:23
⭐Let’s make your financial story a heroic one! Schedule your complimentary review with Jude: https://calendly.com/centruscalendar-/30min Today, Jude dives into a hot topic: a new proposal that could shake up Social Security for high earners. The plan could change how benefits are structured, and while it aims to address the program’s future, it’s raising some eyebrows. Jude breaks down what this...
You've Managed Your Own Money Successfully - Why Would You Need an Advisor Now? 09.04.2026 15:49
⭐Let’s make your financial story a heroic one! Schedule your complimentary review with Jude: https://calendly.com/centruscalendar-/30min If you’ve managed your own money successfully over the years, you may be asking, why bring in an advisor now? After all, you’ve done the hard part: saving, investing, and growing your portfolio. But as retirement approaches, the game changes in ways most people...
Common Retirement Myths And Why They’re Dangerous 12.02.2026 13:44
⭐Let’s make your financial story a heroic one! Schedule your complimentary review with Jude: https://calendly.com/centruscalendar-/30min Some retirement beliefs sound harmless, but they can quietly derail your entire financial plan. In this episode, Jude tackles five of the most common retirement myths that continue to trip people up year after year. Why do these ideas stick around, and what happ...
2026 Tax Changes You Need To Know 29.01.2026 15:02
⭐Let’s make your financial story a heroic one! Schedule your complimentary review with Jude: https://calendly.com/centruscalendar-/30min New tax rules for 2026 bring meaningful opportunities- but only if you understand the fine print. In this episode, Jude breaks down two of the most overlooked changes: the new senior tax deduction and updated catch-up contribution rules. We clarify who qualifies...
The X’s and O’s of Buying or Selling a Business in Retirement with George Rosen and George St Pierre III 08.01.2026 24:34
⭐Let’s make your financial story a heroic one! Schedule your complimentary review with Jude: https://calendly.com/centruscalendar-/30min We’re excited to be back today with George Rosen and George St Pierre III of Contango Investments, Inc. , to dive deeper into what it really takes to buy or sell a business as part of a retirement strategy. In part two of this conversation, the Georges walk thro...
Why More Retirees Are Becoming Business Owners with George Rosen and George St Pierre III 18.12.2025 22:21
⭐Let’s make your financial story a heroic one! Schedule your complimentary review with Jude: https://calendly.com/centruscalendar-/30min More and more retirees and pre-retirees are looking to leave corporate life not to slow down, but to buy a business and build something of their own. In this episode, Jude sits down with George Rosen and George St Pierre III of Contango Investments, Inc. to expl...
Taxes on Sale: Why Now Is the Time for Roth Conversions 04.12.2025 13:43
⭐Let’s make your financial story a heroic one! Schedule your complimentary review with Jude: https://calendly.com/centruscalendar-/30min As the year wraps up, many investors are scrambling to decide whether a Roth conversion makes sense before December 31st. In this episode, Jude breaks down the logic behind “taxes on sale” and why strategic conversions can become a powerful long-term tool when...
Why Better Questions Build Better Retirements 20.11.2025 15:32
Many people think they’re asking the right questions about retirement- but the way those questions are framed often leads to incomplete or even misleading answers. In this episode, Jude breaks down the most common questions he hears and shows how a simple reframing can uncover clearer strategies and more confident retirement decisions. Better questions lead to better answers… and better answers bu...
Should You Have More Than One Financial Advisor? 06.11.2025 16:00
Some people believe having two financial advisors means double the wisdom. But does it really equal double the problems? Today, Jude tackles a listener’s question about this very dilemma. At the end of the day, having two advisors usually creates more confusion than confidence. What most people really need isn’t more voices in the mix; it’s one clear, coordinated plan. Here’s some of what we discu...
Retirement Health Care Costs Just Jumped Again- 2025 Fidelity Update 23.10.2025 14:47
Healthcare costs in retirement just keep climbing- and the newest Fidelity study shows how serious the challenge has become. In this episode, Jude breaks down what retirees can expect to pay for medical expenses, why those costs are outpacing inflation, and the most overlooked ways to plan ahead. From the hidden expenses Medicare doesn’t cover to how an HSA can serve as a “stealth Roth,” Jude shar...
Life Insurance Traps and Maximizing Your 401(k): Your Questions Answered! 25.09.2025 12:31
In this episode, Jude tackles two listener questions from the mailbag, focusing on two of the most common retirement concerns: life insurance and investing. First up, what should you do if someone is pitching you a life insurance policy as an “investment”? Jude explains the pros, cons, and the middle ground between the extremes of “buy it all” and “avoid it completely.” Jude also lays out the key...
Finding the Sweet Spot: Roth vs. Traditional 401k 11.09.2025 20:37
Choosing between a traditional 401k and a Roth 401k is one of the most common questions workers face today. With more employers now offering both options, many people default to a 50/50 split simply because they don’t know what else to do. But is that really the best strategy? And how do you figure out the right mix for your situation? Here’s some of what we discuss in this episode: 🏦 Tradition...
Medicare 101: Avoid Costly Mistakes in 2025 with expert Kerwyn Jones 28.08.2025 24:25
For many retirees, Medicare feels like a maze of rules, parts, and choices that only get more confusing the closer you get to age 65. In this episode, Jude is joined by Medicare specialist Kerwyn Jones to bring clarity to one of the most misunderstood pieces of retirement planning. Kerwyn explains the different parts of Medicare- what they cover, what they don’t, and the common pitfalls people mak...
Roth IRA Q&A: Five-Year Rule, Income Limits & Conversion Mistakes 14.08.2025 9:52
This week on the show, Jude answers some of the most common Roth IRA questions! First up: the Five-Year Rule. What does it really mean, how does it apply to contributions versus earnings, and why should you start the clock as soon as possible? Jude breaks it down in plain language with a reminder that waiting too long could delay your tax-free income in retirement. Next, Jude tackles two questions...
Big Beautiful Bill: Top 3 Retirement Tax Changes Explained 31.07.2025 12:06
The Big Beautiful Bill (BBB) passed on July 4th, bringing major changes that retirees and pre-retirees need to understand. In this episode, Jude breaks down the top 3 provisions most relevant to his clients and listeners: the permanent extension of marginal tax brackets, the increased standard deduction, and a new senior citizen deduction that could reduce taxes on Social Security for millions of...
How To Use The Tax Bomb Calculator 18.07.2025 20:26
Is your retirement account a ticking tax time bomb? In this episode, Jude gives a hands-on demo of his Tax Bomb Calculator- a powerful tool at thetaxbomb.com - that helps you estimate how much of your 401(k) or IRA could be lost to taxes. Here’s some of what we discuss in this episode: 💣What is the tax time bomb? 📊 Understanding your future tax liability 🧠 “Mandatory” vs. “optional” taxes in...
Transitioning From Work To Retirement with Josh Bell 19.06.2025 22:38
The transition into retirement isn’t just a financial shift- it’s a psychological one. We’re excited to have a special guest on the show this week. Josh Bell, coach and consultant at The Josh Bell Company, is joining us to explore what it really means to leave your job title behind and step into the unknown. Tune into this great conversation on building a retirement life filled with clarity, purpo...
5 Ways Wishful Thinking Can Damage Your Retirement (Part 2) 29.05.2025 14:41
Wishful thinking feels comforting, but in retirement planning, it can quietly sabotage your future. In this second installment, Jude breaks down five more dangerous assumptions people make when planning for their golden years. From relying too much on Social Security to assuming Medicare will handle long-term care, this episode challenges listeners to face financial realities with clarity and stra...
5 Ways Wishful Thinking Can Damage Your Retirement (Part 1) 16.05.2025 17:59
A little hope is good for the soul, but when it comes to retirement planning, wishful thinking can lead to serious financial mistakes. Today, we’re walking through 5 common examples of wishful thinking that can quietly damage your retirement and how you can build a plan that protects your future instead of relying on luck. From relying on outdated rules of thumb to underestimating healthcare costs...
What To Do When The Market Drops 24.04.2025 22:32
When the headlines scream and markets tumble, your instinct might be to do something. But what should you actually do when the market drops? In this episode, Jude walks through 4 key things to consider when your portfolio takes a hit. Here’s some of what we discuss in this episode: 🧠 Gut check: You may not be down as much as you think ⚖️ How diversification can help when the market takes a hit 🔁...
Annuities: Are They Tax Beneficial? 03.04.2025 21:12
Annuities are often misunderstood- some see them as a financial nightmare, while others consider them a key part of a well-rounded portfolio. So, what exactly are they? And can they offer any tax advantages? Jude is here to break it all down- how annuities work, their tax implications, and when they might fit into a retirement strategy. Here’s some of what we discuss in this episode: 0:00 – Intro...
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