HeyJaredRelax, It’s Retirement Podcast
Are you worried about the impact of taxes in retirement? Concerned you might run out of money in retirement? Are you looking to avoid making costly pitfalls transitioning into retirement?
- Indexed episodes, last 90 days
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- Sep 3, 2026
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- Jul 8, 2026
Latest episodes
Mental Health in Construction: Breaking the Stigma with Mike Scalamogna (Ep. 113) (opens the original)
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Mental health struggles can be difficult to recognize and even harder to talk about, especially in environments where people feel pressure to stay tough and keep their emotions private. In this episode, Josh Leonard talks with Mike Scalamogna, Manager, SD Digital at Schneider Downs and CFMA Western Pennsylvania Chapter Champion for Mental Health and Suicide Prevention, about losing his father to suicide and turning that experience into support for others. They explore mental health in constructi
How Grandparents Can Support Family Without Hurting Their Retirement with Yana Leonard (Ep. 112) (opens the original)
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Helping your children and grandchildren can become one of the most meaningful parts of retirement, but how much time, money, and energy can you comfortably give? In this episode, Josh Leonard and Yana Leonard, Chief Risk and Operations Officer at Leonard Advisory Group, explore how grandparents are becoming a bigger part of childcare, family finances, and everyday life. They share their own experience relying on grandparents, examine the financial pressure that family support can create, and con
5 Retirement Planning Questions to Ask Before Summer Spending (Ep. 111) (opens the original)
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Summer often brings vacations, family activities, and unexpected expenses, making it easy to lose sight of financial goals. Taking a few proactive steps before spending ramps up can help you avoid unnecessary taxes, overlooked opportunities, and preventable financial headaches. In this episode, Josh Leonard and Pete Belcastro explore five financial questions to ask before summer gets into full swing. They explain why reviewing tax withholding, checking beneficiary designations, evaluating insura
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