Episode 17: Retiring on His Own Terms: Tech Exec Randy Von Feldt Gets Candid About Crunching the Numbers, Stand-Up Comedy, and Life After the Corner Office. episode artwork

EPISODE · Dec 17, 2025 · 1H 27M

Episode 17: Retiring on His Own Terms: Tech Exec Randy Von Feldt Gets Candid About Crunching the Numbers, Stand-Up Comedy, and Life After the Corner Office.

from Smart Money Conversations · host Brett Croft, CFP®, CFA®, CTFA® and Chris Tabish

In Episode 17, we chat with recently retired tech executive Randy Von Feldt, who pulls no punches about what it really takes to walk away from a high-powered career. Randy breaks down the financial realities of retirement – running the numbers, stress-testing the plan, and making sure it all adds up before pulling the trigger.He also shares how open and ongoing communication with his wife was absolutely key to making the transition work for both of them. On top of that, Randy talks about amateur stand-up comedy as a retirement hobby and finding unexpected fulfillment in quietly supporting others in addiction recovery.Expect a straightforward, no-BS conversation about planning your exit, aligning with your partner, and building a purposeful next chapter – with a few laughs along the way. Perfect for anyone eyeing retirement or rethinking what comes after the corporate climb.For anyone struggling with addiction, start here: https://www.aa.org/Send us a question to: [email protected]: www.croftfinancialplanning.comProduced by 32Q LLC

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Episode 17: Retiring on His Own Terms: Tech Exec Randy Von Feldt Gets Candid About Crunching the Numbers, Stand-Up Comedy, and Life After the Corner Office.

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