Wade Chessman

The Money Knight

Business EN ↓ 164 episodes

Financial and retirement guidance from CERTIFIED FINANCIAL PLANNER™ professional Wade Chessman of Chessman Wealth Strategies in the Dallas, Texas area. Investment advisory services offered through CWM, LLC, an SEC Registered Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors. 7557 Rambler Road, Suite 1010, Dallas, TX 75231. 214-572-2120.

Author

Wade Chessman

Category

Business

Podcast website

moneyknight.podbean.com

Latest episode

Jul 2, 2026

Where to listen?

Podcasts in the app Replaio Radio Coming soon

Podcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts

Get it on Google Play Install for free Android 5M+ downloads · 4.8 rating iOS soon

Episodes

Helping Protect Your Wealth: Building Your Personal Fraud Defense System 02.07.2026

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Fraudsters are getting more sophisticated, but protecting yourself doesn't have to be complicated. Wade shares practical strategies to help build your own personal fraud defense system. Learn the warning signs of financial exploitation and the simple habits that can potentially reduce your risk. Here’s some of what we discus...

A New Way to Save for Retirement Just Got Signed Into Law 18.06.2026

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   More than 50 million Americans currently don't have access to an employer-sponsored retirement plan like a 401(k), which means they're often missing out on valuable retirement savings opportunities. A new executive order from President Trump aims to address that gap by expanding access to retirement savings options for milli...

How Scammers Target Retirees and How to Fight Back 04.06.2026

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Financial scams are becoming more sophisticated, more believable, and more expensive than ever before. With artificial intelligence, fake voices, spoofed phone numbers, and convincing emails, today's scammers have more tools than ever to target retirees and steal hard-earned savings. Wade breaks down some of the most common...

You've Managed Your Own Money Successfully - Why Would You Need an Advisor Now? 21.05.2026

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   You’ve spent decades saving, investing, and managing your money responsibly. So why would you suddenly need a financial advisor right before retirement? In this episode, Wade tackles that exact question from a listener who’s done well investing on their own but is hesitant to “turn everything over” to an advisor. In this wee...

What Golf Teaches Us About Financial Planning 07.05.2026

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   At first glance, golf and financial planning don’t seem to have much in common, but look a little closer, and the parallels are hard to ignore. In this episode, Wade breaks down how certain concepts on the golf course translate directly into smarter financial decisions. It’s a fresh way to think about building a plan that ac...

From Zero Savings to a 3 Million-Dollar Exit 16.04.2026

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Going from little to no retirement savings to a multi-million-dollar windfall sounds like a dream, but it comes with a whole new set of challenges. And one wrong move early on can have long-term consequences. Today, Wade walks through what to do after a major liquidity event, including how to handle taxes, define what “enoug...

Tax Mistakes New Retirees Make 02.04.2026

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Nobody enjoys tax season, but retirement introduces a whole new set of rules, and many retirees don’t realize the impact until it’s too late. In this episode, Wade breaks down some of the most common tax mistakes new retirees make and explains why tax planning shouldn’t be treated as a once-a-year task, but as a strategy tha...

Financial Myths That Can Quietly Wreck a Retirement Plan 19.03.2026

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   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. They come from myths that sound reasonable, get repeated often, and quietly work their way into your planning decisions. Wade breaks down some of the mos...

Trump Accounts: Free Money or Future Headache? 05.03.2026

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   New government-backed savings accounts for kids are coming, and on the surface, they sound like a win. The Trump Accounts promise $1,000 in free money for eligible newborns, long-term investing, and a potential financial head start. But once you look under the hood, important questions emerge. In this episode, Wade breaks do...

What’s Different About 2026 for Retirees and Pre-Retirees 19.02.2026

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/     A new year often brings small changes that quietly add up. In this episode, Wade walks through what’s different in 2026 for retirees and those approaching retirement and why paying attention early matters. From income adjustments to planning opportunities, these shifts can affect cash flow, taxes, and long-term strategy. F...

Inside the Smart Choices Wealth Management Process 05.02.2026

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   In this episode, Wade walks through what a structured, relationship-based planning experience actually looks like from start to finish. You’ll hear why good planning isn’t about quick recommendations, but about clarity, confidence, and follow-through. If you’ve ever wondered what working with us would be like, this conversat...

When Should You Do a Roth Conversion? 15.01.2026

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   When does a Roth conversion actually improve a retirement plan? Roth conversions can be powerful, but only when they’re done with purpose. Wade highlights when conversions help, when they can backfire, and why guessing is one of the worst things you can do. For this week’s Kingdom Minute, Wade reflects making financial decis...

Charitable Giving: Donating Assets vs Cash 31.12.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Some people think generosity starts and ends with writing a check. But what if what you give matters just as much as how much you give? In this episode, Wade explains the difference between donating cash and donating assets, and why asset-based giving can create powerful tax advantages while increasing your impact. For this...

How to Ask Better Questions About Retirement 18.12.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   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. In this episode, Wade shows how small shifts in the...

Is Social Security Going Broke? Facts and Strategies 04.12.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/     Wade tackles the endless headlines about Social Security running out of money and explains why the fear around it often overshadows the facts. This conversation brings perspective to an issue people worry about far more than they need to, especially when planning for retirement. If you’ve ever wondered what’s true, what’s...

What Can You Expect at Advisor Meetings? 20.11.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Meeting with a financial advisor for the first time can feel intimidating, but it doesn’t have to be. In this episode, Wade walks through exactly what to expect when you schedule time with Chessman Wealth Strategies. From the first phone call to the discovery meeting and beyond, Wade explains how his team helps clients clari...

Retirement Health Care Costs Just Jumped Again (2025 Update) 06.11.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Health care costs in retirement are climbing faster than ever, and the newest Fidelity estimate proves it. The average 65-year-old couple retiring today will need $172,500 to cover health care expenses, up dramatically from just a few years ago. In this episode, Wade breaks down what’s driving these rising costs, the biggest...

Retirement Planning Quiz: How Ready Are You? 16.10.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Think you’re ready for retirement? Let’s find out. Today, we’ll put you in the hot seat with a rapid-fire retirement quiz. Five questions. Multiple choice. Real-world consequences. Social Security timing, IRA limits, and RMD rules aren’t just trivia—they’re decisions that can make or break your financial future. Along the wa...

The Hidden Medicare Penalty You Might Be Paying 02.10.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Many retirees are caught off guard when they discover Medicare isn’t always truly “free.” If your income is too high, you could face a hidden surcharge called IRMAA (Income Related Monthly Adjustment Amount), that can potentially reduce your Social Security check by thousands each year. In this episode, Wade breaks down what...

The 4 Things You Can Control in Retirement 18.09.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Retirement can feel overwhelming when so much seems out of your control. Markets rise and fall, tax laws shift, and Social Security’s future makes the news every few months. But here’s the good news: stressing about those things won’t improve your retirement. What will help is focusing on the four key areas you can control....

What Dogs Teach Us About Investing 04.09.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/     On a recent hiking trip, Wade noticed how Moses, his Cavapoo, darted after every squirrel, bird, and chipmunk along the trail. It was funny to watch, but it also reminded him of how investors behave when chasing the latest “hot” trend. Many of us have been tempted by tech stocks, crypto, and gold, only to jump in at the wr...

Big Beautiful Bill: 7 Tax Moves to Consider Making Before 2028 21.08.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   The Big Beautiful Bill may not have overhauled the entire tax system, but it quietly introduced a wave of limited-time tax opportunities, and the clock is already ticking. In this episode, Wade shares seven strategic tax moves to consider before many of these provisions expire in 2028. These changes could impact how much you...

What The “Big Beautiful Bill” Means For Your Retirement Plan 07.08.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   A new tax bill has officially passed (you’ve probably heard it mentioned as the “Big Beautiful Bill”). And while most headlines are focused on politics, Wade is focused on what really matters: how it impacts your retirement and financial plan. The choices you make in the next year or two could have a significant impact on ho...

Retirement Assassins: The Silent Killers of Your Financial Future 17.07.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/     The thing about assassins in the real world is that they’re sneaky and you don’t see them coming. The same is true for retirement planning. It’s not always the obvious threats that do the most damage. It’s the ones that creep in quietly, unnoticed, and unplanned for. In this episode, Wade breaks down what he calls the “ret...

Unlocking the Power of QCDs 03.07.2025

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Giving to charity feels great. But what if you could do it in a way that also gave you a tax break, without needing to itemize? That’s where a Qualified Charitable Distribution (QCD) comes in. And if you're over 70½, this could be a game-changer. In this episode, Wade brings in a special guest: Sean Phillips, Vice President...

Listen to the The Money Knight podcast in Replaio

Radio and podcasts in one app - free, with no sign-up. Install today and do not miss the launch

Get it on Google Play

Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.