The Money Knight

Hosted by Wade Chessman

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167

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Aug 2026

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About the show

Financial and retirement guidance from CERTIFIED FINANCIAL PLANNER™ professional Wade Chessman, President, Wealth Advisor of Chessman Wealth Strategies in the Dallas, Texas area. Wade is the author of Giving Transforms You and hosts this podcast to help you better prepare for your financial future and to retire with financial confidence. 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.

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September 3, 2026Episode 17013 min

Your 401k is Not a Retirement Plan

📞✨ 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 strategy for how those assets will support your lifestyle. Your 401(k) shows what you’ve accumulated, but a retirement plan helps give that money a purpose. Here’s some of what we discuss in this episode: 🕰️ Retirement Evolution: How pensions gave way to 401(k)s 🔄 Big Transition: Moving from accumulation to distribution ❌ Tax Risk: Why your balance isn’t all spendable 🏥 Medicare Impact: How withdrawals can affect premiums 🐷 Creating Income: Turning savings into a retirement paycheck ⏳ Longevity Risk: Planning without knowing your timeline 🗺️ Retirement Blueprint: Why the 401(k) is only raw material Get in touch with Chessman Wealth: https://www.chessmanwealth.com/ The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing. Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors. Generally, a donor advised fund is a separately identified fund or account that is maintained and operated by a section 501(c)(3) organization, which is called a sponsoring organization. Each account is composed of contributions made by individual donors. Once the donor makes the contribution, the organization has legal control over it. However, the donor, or the donor’s representative, retains advisory privileges with respect to the distribution of funds and the investment of assets in the account. Donors take a tax deduction for all contributions at the time they are made, even though the money may not be dispersed to a charity until much later.

August 20, 2026Episode 16915 min

The Biggest Financial Fears in Retirement (And How to Plan for Them)

📞✨ 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 tends to feel much worse when there is no plan behind it. A thoughtful strategy can help turn vague fears into decisions you can actually address. Here’s some of what we discuss in this episode: 🧾 Tax Anxiety: Long-term tax planning matters beyond just this year 🏥 Long-Term Care: Planning can help prepare for future care costs 💵 Leaving the Paycheck: Replacing earned income requires a clear retirement income plan 📉 Market Worries: Downturns are inevitable, but emotional reactions can be costly 👨‍👩‍👧 Helping Family: Supporting children and grandchildren without jeopardizing your own plan 🧭 Final Thoughts: Most financial fears become more manageable with a plan Get in touch with Chessman Wealth: https://www.chessmanwealth.com/ The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing. Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors. Generally, a donor advised fund is a separately identified fund or account that is maintained and operated by a section 501(c)(3) organization, which is called a sponsoring organization. Each account is composed of contributions made by individual donors. Once the donor makes the contribution, the organization has legal control over it. However, the donor, or the donor’s representative, retains advisory privileges with respect to the distribution of funds and the investment of assets in the account. Donors take a tax deduction for all contributions at the time they are made, even though the money may not be dispersed to a charity until much later.

August 6, 2026Episode 16815 min

The 4% Rule vs. the 8% Rule: What's the Right Withdrawal Rate for You?

📞✨ 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 we're breaking it down: what he says, what the research says, and what your advisor actually thinks. In this week’s Kingdom Minute, you’ll learn why biblical stewardship is not about pursuing wealth or glorifying poverty, but faithfully managing what God provides with wisdom, generosity, and contentment. Here’s some of what we discuss in this episode: 📊 Average returns do not happen evenly each year 📉 Market losses can magnify withdrawal risks 💰 The 4% rule is only a starting point ⚖️ Your withdrawal rate should fit your plan 🧩 Social Security and pensions affect withdrawals 🙏 Biblical stewardship avoids financial extremes Get in touch with Chessman Wealth: https://www.chessmanwealth.com/ The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing. Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors. Generally, a donor advised fund is a separately identified fund or account that is maintained and operated by a section 501(c)(3) organization, which is called a sponsoring organization. Each account is composed of contributions made by individual donors. Once the donor makes the contribution, the organization has legal control over it. However, the donor, or the donor’s representative, retains advisory privileges with respect to the distribution of funds and the investment of assets in the account. Donors take a tax deduction for all contributions at the time they are made, even though the money may not be dispersed to a charity until much later.

July 16, 2026Episode 16714 min

Donor Advised Funds for Smarter Charitable Giving

📞✨ 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, Wade shares principles for borrowing wisely. He explains why debt should be approached with caution, encourages spouses to be united in financial decisions, reminds listeners to be patient before making major purchases, and highlights how avoiding unnecessary debt can preserve the financial freedom God intends for us. Here’s some of what we discuss in this episode: 💸 True Story: A $665,000 tax mistake 📄 Documentation: One missing form mattered 💰 Charitable Giving: Common deduction mistakes 🎁 Donor-Advised Funds: Simplify your giving ✅ Tax Compliance: Details make the difference Get in touch with Chessman Wealth: https://www.chessmanwealth.com/ The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing. Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors. Generally, a donor advised fund is a separately identified fund or account that is maintained and operated by a section 501(c)(3) organization, which is called a sponsoring organization. Each account is composed of contributions made by individual donors. Once the donor makes the contribution, the organization has legal control over it. However, the donor, or the donor’s representative, retains advisory privileges with respect to the distribution of funds and the investment of assets in the account. Donors take a tax deduction for all contributions at the time they are made, even though the money may not be dispersed to a charity until much later.

July 2, 2026Episode 16616 min

Helping Protect Your Wealth: Building Your Personal Fraud Defense System

📞✨ 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 discuss in this episode: 🔐 Financial Exploitation: Why it's increasing ⚠️ Scam Myths: It’s not always strangers 👀 Warning Signs: Red flags to watch out for 🛡️ Fraud Defense: How to build up your protections 📱 Security Habits: Simple daily safeguards you can start today 🤝 Trusted Team: Your strongest defense Get in touch with Chessman Wealth: https://www.chessmanwealth.com/ The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing. Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.

June 18, 2026Episode 1659 min

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

📞✨ 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 millions of workers. Wade breaks down what the order does, who it could help, and how the proposed retirement marketplace may work. Here’s some of what we discuss in this episode: 🏛️ Executive Order: Expanding retirement access 💰 Saver Match: Government incentives to save 💼 Coverage Gap: Millions lack workplace plans 💻 New Marketplace: Comparing retirement options online 📋 Personal Responsibility: Access is only the first step Get in touch with Chessman Wealth: https://www.chessmanwealth.com/ The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing. Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.

June 4, 2026Episode 16417 min

How Scammers Target Retirees and How to Fight Back

📞✨ 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 scams affecting retirees and provides practical ways to protect yourself. For this week’s Kingdom Minute, Wade talks about how protecting yourself from scams is part of biblical stewardship. He cites passages from scripture to stress slowing down, avoiding get‑rich‑quick schemes, watching out for “wolves in sheep’s clothing,” and seeking wise counsel before making financial decisions. Here’s some of what we discuss in this episode: 📈 Investment Fraud: Crypto schemes and fake returns 🏛️ Government Impersonators: IRS, Medicare, and Social Security scams ❤️ Romance Scams: Emotional manipulation and financial theft 💻 Tech Support Fraud: Fake alerts and computer access tricks 🛡️ Protection Strategies: Slowing down and verifying everything Get in touch with Chessman Wealth: https://www.chessmanwealth.com/ The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing. Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.

May 21, 2026Episode 16317 min

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

📞✨ 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 week’s Kingdom Minute, Wade explores Jesus’ command to “render unto Caesar” and what it teaches us about stewardship, ownership, and where our ultimate trust belongs. Here’s some of what we discuss in this episode: 💰 Why accumulating wealth and living off wealth require different skill sets ⚠️ The costly retirement mistakes that are harder to recover from 🧾 Tax planning, Social Security, Medicare & RMD complexities 🤝 Why working with an advisor doesn’t mean losing control 🏌️ Wade’s golf analogy for how one bad financial decision can derail retirement Get in touch with Chessman Wealth: https://www.chessmanwealth.com/ The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing. Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.

May 7, 2026Episode 16215 min

What Golf Teaches Us About Financial Planning

📞✨ 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 actually works over time. Here’s some of what we discuss in this episode: ⛳ Hole-in-One: Luck won’t drive long-term success 🎯 Stay Consistent: Methodical play wins over time 🧰 Right Tools Matter: Use diverse investment strategies 🧭 Trust Your Guide: Expert advice improves outcomes 🏌️ Pro Lessons: Stick with one clear strategy 🏁 Finish Strong: Stay focused on the long game Get in touch with Chessman Wealth: https://www.chessmanwealth.com/ The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing. Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.

April 16, 2026Episode 16116 min

From Zero Savings to a 3 Million-Dollar Exit

📞✨ 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 “enough” really means, and avoid costly mistakes. For this week’s Kingdom Minute, Wade shares how monks pursued economic sufficiency, not false security. This meant having just enough, rejecting the love of money, consuming less than they received, and using surplus for hospitality and generosity. Here’s some of what we discuss in this episode: 💰 Lump Sum Reality: $3M isn’t $3M after taxes, understand your true net 🧾 Tax Planning First: Structure and timing can significantly impact what you keep ⏳ Don’t Rush Decisions: Park money safely and avoid emotional or impulsive moves 🎯 Define “Enough”: Your lifestyle, not the number, determines success 📊 Smart Risk Strategy: Diversification beats swinging for the fences ⚠️ Avoid Big Mistakes: Don’t chase deals, loans, or “opportunities” without a plan Get in touch with Chessman Wealth: https://www.chessmanwealth.com/ The opinions voiced in The Money Knight podcast with Wade Chessman of Chessman Wealth Strategies are for general information only and are not intended to provide specific advice or recommendations for any individual. Past performance is no guarantee of future results. All indices are unmanaged and may not be invested into directly. Investing involves risk, including possible loss of principal. No strategy assures success or protects against loss. To determine what may be appropriate for you, consult with your attorney, accountant, financial or tax advisor prior to investing. Investment advisory services offered through CWM, LLC, an Investment Advisor. Carson Partners, a division of CWM, LLC, is a nationwide partnership of advisors.