Investment Strategies – Relax, It's Retirement Podcast

Planning Ahead for Retirement (Ep. 87)

By Relax, It's Retirement | February 4, 2025

Retirement should be a time of fulfillment, not financial stress, yet many retirees face unexpected challenges.

How can you make decisions today that your future self will thank you for? What steps can you take to avoid common retirement regrets and financial pitfalls?

In this episode, Josh Leonard and Pete Belcastro discuss essential retirement planning strategies, from managing healthcare costs to optimizing tax efficiency. They emphasize the importance of flexibility, debt management, and long-term financial preparedness to ensure a comfortable and intentional retirement.

Josh and Pete discuss:

The top financial concerns of retirees, including the fear of outliving savings and rising healthcare expenses
How to strategically plan for major purchases and avoid tax pitfalls in retirement
The impact of debt in retirement, including the pros and cons of using 401(k) loans and different debt repayment methods
The importance of financial flexibility, including maintaining an emergency fund and planning for unexpected family support needs
Common retirement regrets, such as not diversifying investments early enough or failing to plan for long-term financial security
And more!

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

By Relax It's Retirement-Podcast | September 24, 2024

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 financial planning, and how these strategies can help minimize your tax liability, particularly in retirement.

Join us for an informative discussion that could significantly influence how you manage your investments for a more secure financial future.