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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Retiring in uncertain economic times can be daunting, but a well-structured plan can help you navigate these challenges. Jon Hicks goes through the impacts of recession fears on retirement plans. Discover how a well-thought-out strategy can help you navigate market uncertainties and ensure a sustainable income during retirement. Learn about the five key pillars of a successful retirement plan and how to implement them to protect your financial future.

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Retirement planning can be daunting, especially when considering tariffs and economic fluctuations. Jon Hicks explores how retirees and soon-to-be retirees can assess their financial position, understand their income sources, and ensure their financial stability. John Hicks and his team delve into what it means to be 'positioned well' and share insights on spending wisely, protecting your income, and making thoughtful decisions about your finances in retirement.

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Have you considered how the outdated 4% rule could impact your retirement? Jon Hicks delves into the revised 4.7% rule by William Benjamin, emphasizing the risks of relying solely on market returns averaging 9%. He scrutinizes the sequence of returns risk, explaining how early losses can drastically reduce retirement savings. Jon also discusses the need for realistic financial planning and the pitfalls of blanket advice, urging listeners to tailor their strategies to current economic conditions.

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