The Money Knight

Meeting with a financial advisor can feel intimidating, especially if you are worried that the conversation will quickly turn into a sales pitch or long-term commitment. But a good planning process should start with understanding where you are, where you want to go, and whether your current path can actually get you there. In this episode, Wade explains why the financial plan comes first, how it c...

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/     Net worth is one of the most common ways people measure financial progress, but it does not tell the whole story. Two people can have nearly identical net worth numbers and still be in completely different positions when it comes to retirement. In this episode, Wade explains how to calculate net worth, why age-based compar...

A financial advisor may have been a great fit 20 years ago—but that does not automatically mean the relationship still matches your needs today. As retirement approaches and taxes, income planning, estate issues, charitable giving, inheritances, or business decisions become more complicated, the kind of advice you need can change too. In this episode, Wade Chessman shares several questions to help...

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   The state of Texas is holding billions of dollars in unclaimed property, and some of it could belong to you or someone in your family. In this episode, Wade explains how money ends up in the state’s hands and what the claims process looks like if you find your name. He also shares why checking periodically can be a smart fin...

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   A large 401(k) balance can feel reassuring, but it doesn’t answer the bigger questions about how retirement will actually work. Wade explains why the transition from saving to spending can bring a new set of risks, decisions, and responsibilities. At that stage, the focus shifts from simply building wealth to creating a stra...

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Retirement comes with plenty of financial questions, but some worries show up again and again. In this episode, Wade walks through several of the most common concerns he hears from retirees and pre-retirees, from running out of money to adjusting to spending after decades of saving. The common thread is that uncertainty tend...

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Dave Ramsey has built one of the most recognized brands in personal finance. Millions of people have followed his advice out of debt and into savings. But when it comes to how much you should pull from your retirement accounts each year, Ramsey takes a position that some financial professionals find hard to get behind. Today...

📞✨ Get in touch with Chessman Wealth: https://www.chessmanwealth.com/   Charitable giving is about generosity, but that doesn't mean you should miss out on valuable tax benefits. Wade shares the true story of a couple who lost a $665,000 charitable tax deduction because of one missing document, and why proper documentation matters just as much as good intentions. In this week’s Kingdom Minute, W...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...

📞✨ 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...