If it costs two cents to make a penny, what else in your financial life doesn’t make sense? In this episode, Jon Hicks breaks down outdated investment strategies that could be quietly draining your retirement savings. From tax-inefficient mutual funds and high-fee variable annuities to underperforming insurance policies, Jon explains how to spot financial dead weight and what to do about it. It’s not about panic—it’s about clarity, control, and knowing when to pivot. Tune in for a practical, eye-opening look at what might be hiding in your portfolio.

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Is buying the dip the same as a Roth conversion? Not quite—but there’s a smart way to connect the two. In this episode, Jon Hicks breaks down how market downturns can create tax-savvy opportunities—if executed correctly. From risk arbitrage to asset location, Jon explains why good ideas often fail without the right strategy. Whether you're eyeing a Roth conversion or just trying to avoid costly tax mistakes, this episode helps you understand when these moves make sense—and when they don’t.

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What if the secret to retirement confidence is as simple as three buckets? In this episode, Jon Hicks of J. Hagan Capital breaks down his “Now, Soon, and Later” strategy for managing retirement income through market volatility. With insights on liquidity, income generation, and long-term growth, Jon explains how to structure your assets to weather downturns without panic. From emergency funds to annuities and investment properties, this conversation offers a grounded approach to building a plan you can actually stick to—no matter what the market throws your way

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One wrong move can ruin a vacation—and your retirement. In this episode, Jon Hicks draws a sharp comparison between travel mishaps and financial missteps, revealing the top three mistakes that can derail your retirement: claiming Social Security at the wrong time, failing to shift to a conservative investment strategy, and overspending without a plan. Learn how to avoid these pitfalls and build a retirement that lasts.

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What happens at age 59½ that could change your retirement strategy? Financial advisor Jon Hicks breaks down the key age milestones that shape your retirement decisions—from in-service withdrawals and Social Security timing to Medicare enrollment and required minimum distributions. Learn how each age unlocks new financial choices and why getting a second opinion might be worth it. Whether you're DIY-ing your plan or working with an advisor, this episode helps you think through the critical checkpoints on your retirement timeline.

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Are you ready to navigate the emotional and financial maze of retirement? Jon Hicks goes through the evolving roles of financial coaching and advising, focusing on the transition into retirement and how to structure exit strategies for business owners. Learn how to align your goals with your financial plan, explore the balance between lifestyle and savings, and uncover the hidden challenges of leaving a business behind. Whether you're looking to retire early, maximize your savings, or redefine your post-retirement identity, this episode explores holistic planning that prioritizes your aspirations over numbers.

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What does Warren Buffett’s investment wisdom have to do with your retirement? Jon Hicks dives into his core principles—stick to a plan, avoid emotional decisions, and don’t lose what you can’t afford to lose—and reimagines them for today’s retirees. From “bucket strategies” that ensure financial stability to balancing traditional investment approaches with emerging opportunities like AI and crypto, this discussion unpacks how to live the retirement life you’ve envisioned while navigating modern complexities.

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A financial legacy can be complicated and overwhelming, especially without proper planning. Jon Hicks discusses the importance of legacy planning and how failing to do so can lead to costly legal battles and hefty tax bills. Celebrity examples like James Gandolfini, Kobe Bryant, and Aaron Carter illustrate the consequences of not having updated estate plans. Jon emphasizes the need for a will, particularly for those over 45 or with children, to ensure that your assets are distributed according to your wishes.

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