He Built a $5 Million Business... Then Lost Almost Everything episode artwork

EPISODE · Aug 10, 2026 · 32 MIN

He Built a $5 Million Business... Then Lost Almost Everything

from Cowboys and Cufflinks · host Jeff Mathies, Mathies Financial

Saving for retirement is only half the battle.   What happens after you've built your nest egg can have an even greater impact on your future.   🎙In this episode of Cowboys & Cufflinks, Jeff Mathies and Caleb Moore answer some of the most common retirement questions they hear from families every day.   The conversation begins with a powerful story about a business owner who spent years building a successful company, only to discover that confidence in one area of life doesn't automatically translate into successful investing.   From there, Jeff and Caleb explore how market volatility, retirement income, inflation, spending strategies, and financial products can influence whether your savings last as long as you need them to. 💵

Episode metadata supplied by the publisher feed · Published Aug 10, 2026

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He Built a $5 Million Business... Then Lost Almost Everything

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