What if procrastination is the biggest threat to your retirement dreams? This episode explores how waiting to plan can age your financial future, why working longer isn’t always a fallback, and how balancing income streams, tax strategies, and spending habits can make or break your golden years. Ryan Moore discusses the realities of 401(k) matches, Roth conversions, annuities, and the emotional side of spending versus saving. Whether you want to keep working, retire early, or leave a legacy, discover why having a flexible, proactive plan matters now more than ever. For more information, please visit tbsplanning.com!

What if your financial “checkup” revealed more than you expected? In this episode, Ryan Moore unpacks the realities of debt in retirement, the myths and facts about Roth conversions, and why tax planning can make or break your legacy. From the challenges of passing wealth to the next generation to the importance of asking the right questions in your first financial appointment, discover how education and timing shape your financial future. Whether you’re debt-free or still paying down a mortgage, this conversation brings clarity to the choices that matter most. For more information, please visit tbsplanning.com!

What do Halloween chores, celebrity bankruptcies, and forgotten 401(k)s have in common? More than you think. This episode with Ryan Moore tackles end-of-year financial checklists, tax-smart moves, and the hidden dangers of “stuck money.” Learn from real stories—like Evander Holyfield’s lost fortune—and discover why challenging assumptions and staying proactive can make all the difference for your retirement and legacy. For more information, please visit tbsplanning.com!

What do NFL stars and everyday savers have in common? Tax surprises. Ryan Moore unpacks the lessons from RG3’s rookie contract, the risks of DIY financial planning, and why “what you don’t know” can cost you in retirement. From overlooked tax strategies to the realities of investing in friends’ businesses, this episode explores how small missteps can have big consequences for your financial future. For more information, please visit tbsplanning.com!

What if your biggest retirement mistake is simply assuming everything’s taken care of? This episode tackles the myths and realities of retirement planning, why proactive tax strategies matter, and how RMDs, Roth conversions, and annuities can shape your financial future. Ryan Moore answers rapid-fire questions on legacy, risk, Social Security, and the true cost of chasing the American dream—plus, why every plan should start with asking the right questions. For more information, please visit tbsplanning.com!

What would you do if you suddenly won $200 million? In this episode, Ryan Moore breaks down the real-life choices behind lottery windfalls, the pitfalls of lump sums vs. annuities, and the secrets to building a legacy that lasts. Learn how new laws, trusts, and smart planning can help you pass on wealth—and memories—without leaving your family or fortune to chance. For more information, please visit tbsplanning.com!

What if retirement isn’t the finish line, but a new beginning? Ryan Moore explores why more adults are working past retirement, how to find purpose, and the secrets to building reliable income streams. Get the facts on annuities, written income plans, and strategies for enjoying life while protecting your legacy. Real stories, practical advice, and a candid look at what matters most for your financial future. For more information, please visit tbsplanning.com!

What would you do if a windfall or inheritance landed in your lap? In this episode, Ryan Moore explores the realities of sudden wealth, the pitfalls of poor planning, and the smart moves for protecting your legacy. Learn how life insurance, tax loss harvesting, and timely advice can help you keep more of what you’ve earned—and avoid costly mistakes when opportunity knocks. For more information, please visit tbsplanning.com!

What happens when your ex has $2 million in a 401(k)—and won’t make a move? In this episode of Moore Money with Ryan Moore, a listener’s call sparks a deep dive into legacy planning, relationship dynamics, and the realities of gray divorce. Ryan shares insights on pension pitfalls, Roth conversions, and how to protect your family’s future—whether you’re married, divorced, or somewhere in between. With humor and heart, this episode reminds us that financial planning is personal, and sometimes the best call is the one you make for someone else. For more information, please visit tbsplanning.com!

Think your portfolio’s too messy to fix? Think again. In this episode of Moore Money, Ryan Moore shares how second opinions, stress testing, and strategic bucket planning can transform your retirement outlook. From tax-free strategies like Roth conversions to building emergency and time-based income buckets, Ryan explains how to prepare for life’s “what-ifs” and why proper planning can help you retire in a zero percent tax bracket. Plus, meet P.D.—the office mascot who’s always ready for a squeaky toy break. For more information, please visit tbsplanning.com!

What if one conversation could change your financial future? In this episode, Ryan Moore shares why a second opinion on your retirement plan is more than reassurance—it’s a chance to uncover hidden fees, improve tax strategies, and align your investments with your goals. From long-term care planning to finding purpose after retirement, Ryan emphasizes the value of human connection and personalized advice. Whether you’re working with a big-box firm or just starting out, this episode encourages you to ask, “Where am I—and how can I do better?” For more information, please visit tbsplanning.com!

What does it really mean to be financially secure? In this episode of Moore Money with Ryan Moore, Ryan Moore breaks down the four key pillars of retirement planning—taxes, income, risk, and fees—and exposes the hidden costs that can quietly erode your wealth. From the myth of “fake rich” lifestyles to the dangers of relying on assumptions, Ryan shares real-world strategies to help adults retire with clarity and confidence. Whether you're planning for retirement or already there, this episode helps you protect what matters most. For more information, please visit tbsplanning.com!

What if your retirement plan had more buckets than you realized? In this episode of Moore Money with Ryan Moore, Ryan Moore breaks down the essential “bucket” strategy for retirement—covering tax-deferred, tax-free, time-based, and emergency funds. He explains how to stress-test your plan, prepare for survivorship, and build income that lasts. From Roth conversions to Social Security taxation, Ryan shares practical insights to help adults retire in a 0% tax bracket and avoid costly mistakes. Whether you're planning early or already retired, this episode helps you rethink your financial structure. For more information, please visit tbsplanning.com!

What if one financial misstep could send you back to work at 75? In this episode of Moore Money with Ryan Moore, Ryan Moore explains how stress-testing and test-driving your retirement plan can reveal hidden risks—and unexpected opportunities. From pension decisions and Social Security timing to the misunderstood world of annuities, Ryan shares real stories and practical strategies to help adults retire with confidence. Whether you're nearing retirement or already there, this episode helps you protect your lifestyle and legacy. For more information, please visit tbsplanning.com!

What happens when retirement doesn’t go as planned? In this episode of Moore Money with Ryan Moore, Ryan Moore explores the emotional and financial realities of retirement—from the rise of “grey divorce” to rediscovering purpose and hobbies after leaving the workforce. He shares how written income plans, second opinions, and flexible strategies can help adults retire earlier than expected and live with confidence. Whether you're facing unexpected changes or simply want to enjoy life more, this episode offers practical insights and heartfelt advice. For more information, please visit tbsplanning.com!

What if your retirement plan is leaking money—and you don’t even know it? In this debut episode of Moore Money with Ryan Moore, Ryan Moore shares his journey from professional water skier to retirement strategist, revealing how hidden fees, tax myths, and poor planning can sabotage your financial future. From Roth conversions and annuities to legacy planning and income strategies, Ryan breaks down the tools that help adults retire with confidence. Whether you're 55 or 80, this episode is packed with insights to help you retire once—and retire right. For more information, please visit tbsplanning.com!