Key Strategies to Maximize Your Medicare Benefits (Ep. 72)

Key Strategies to Maximize Your Medicare Benefits (Ep. 72)

When was the last time your reviewed your Medicare plans? In this episode of *Relax It’s Retirement*, host Josh Leonard sits down to discuss the ins and outs of Medicare open enrollment. As the leaves turn and the air gets crisper, it’s the perfect time to cozy up and ensure you’re prepared for the year …

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Market Shifts: How to Stay Informed and Prepared (Ep. 71)

Market Shifts: How to Stay Informed and Prepared (Ep. 71)

As inflation cools, new questions arise about the market’s direction and future economic trends. How will the Fed’s decisions on interest rates affect your investments? Can the economy withstand reduced inflation without entering a recession? This week, Josh Leonard and Pete Belcastro dive into the significant shift of investor concerns from inflation to other economic …

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Overcoming Retirement Fears During Election Season (Ep. 70)

Overcoming Retirement Fears During Election Season (Ep. 70)

Election seasons often bring a wave of anxiety, especially for those nearing retirement. How do you prepare for potential economic shifts without succumbing to fear? How can you ensure your retirement plan remains robust regardless of political outcomes? In this episode of Relax, It’s Retirement, Josh Leonard explores how the election results could potentially affect …

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Capital Loss Harvesting vs. Capital Gain Harvesting: What’s Right for Your Retirement? (Ep. 69)

Capital Loss Harvesting vs. Capital Gain Harvesting: What’s Right for Your Retirement? (Ep. 69)

Are you maximizing the potential of capital gains and losses in your retirement planning? This week, Josh Leonard and Pete Belcastro dive into the often-overlooked strategies of capital gain and loss harvesting. You’ll learn the essential differences between capital loss and capital gain harvesting, why timing and tax brackets play a crucial role in your …

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Putting Time on Your Side in Retirement (Ep. 68)

Putting Time on Your Side in Retirement (Ep. 68)

Time can still be on your side even in retirement! In this episode, Josh dives into the fascinating dynamics of time and retirement planning. You’ll learn how to maximize your retirement years by leveraging the power of compounding interest, making strategic investment decisions, and using financial tools like annuities and HSAs to ensure your money …

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6 Ways to Travel on a Budget in Retirement (Ep. 67)

6 Ways to Travel on a Budget in Retirement (Ep. 67)

Ready to make your dream retirement travel a reality without breaking the bank? In this episode, Josh Leonard guides you through six effective strategies for budget-friendly travel during retirement. Learn why flexibility is crucial, how to use points and miles effectively, and the surprising alternatives to traditional accommodations. This is your roadmap to financially savvy …

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Overcoming Obstacles With Grit, Endurance & Family Support (Ep. 66)

Overcoming Obstacles With Grit, Endurance & Family Support (Ep. 66)

Are you ready to hear a story about grit, teamwork, and the unexpected turns that can define your journey, whether it’s a race or your retirement plan? In this episode, Josh recounts his recent journey of conquering the Leadville MTB 100 in the Colorado Rockies, with the invaluable support of his wife Yana Leonard, CIA, …

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Planning for an Early and Intentional Retirement (Ep. 65)

Planning for an Early and Intentional Retirement (Ep. 65)

What if you could retire earlier than you think? In this episode, Josh Leonard and Pete Belcastro dive into the concept of early retirement with the FIRE (Financially Independent, Retire Early) movement, a lifestyle choice emphasizing extreme savings and smart investments. They provide information about how adopting frugality and strategic financial planning can help set …

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Estate Planning Essentials (Ep. 64)

Estate Planning Essentials (Ep. 64)

You can protect your loved ones and legacy as you transition into retirement by estate planning. Today on Relax, It’s Retirement, host Josh Leonard, and Pete Belcastro dive into the often overlooked but crucial aspect of retirement planning: estate planning. They talk about how to effectively prepare your essential estate documents, avoid the drawbacks of …

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How to Choose the Best State for Your Retirement (Ep. 63)

How to Choose the Best State for Your Retirement (Ep. 63)

Where should you retire? Your perfect place could be closer than you think. Let’s take a look at some factors that could make or break your retirement decision. Today on Relax, It’s Retirement, Josh Leonard and Pete Belcastro talk about what truly makes a state great for retirement. They dissect a recent study listing the …

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