73 Years Old, 50 Years in Business | Episode 368 episode artwork

EPISODE · Jun 16, 2026 · 1H 22M

73 Years Old, 50 Years in Business | Episode 368

from Real Business Owners · host Trevor Cowley and Rick Trimmer

If you are ready to level up personally and professionally, go to joinrbo.comSuccess leaves clues—but only if you're willing to learn from someone who's lived through decades of wins, losses, failures, and comebacks.In Episode 368 of The Real Business Owners Podcast, Trevor Cowley and Rick Trimmer sit down with Rick’s stepfather, Kendall Prisbury, a businessman with more than 50 years of entrepreneurial experience.From losing everything and starting over to building, growing, and eventually selling a highly successful company, Kendall shares the lessons, sacrifices, mindset shifts, and hard-earned wisdom that helped him navigate decades of business ownership.This conversation goes far beyond business tactics. It’s a raw discussion about resilience, delayed gratification, leadership, personal development, financial discipline, and what success really looks like after a lifetime of building businesses.If you're an entrepreneur chasing growth, working through adversity, or questioning whether the sacrifices you're making today will be worth it tomorrow, this episode offers a perspective that only decades of experience can provide.Because success isn't built in a year—it's built through the decisions you make over a lifetime.Key Topics in This Episode:Why most businesses fail and how to avoid common entrepreneurial mistakesLessons learned from losing everything and rebuilding from scratchThe dangers of lifestyle inflation and trying to look successfulThe difference between persistence and stubbornness in businessHow leadership must evolve as a company growsWhy personal development is essential for long-term successThe sacrifices required before freedom and financial independence are possibleNavigating difficult seasons in business and lifeHow the definition of success changes over timeThe relationship between wealth, freedom, happiness, and fulfillmentWhat 50+ years of entrepreneurship teaches about building a meaningful life

Episode metadata supplied by the publisher feed · Published Jun 16, 2026

Embed this episode

Ready to play

73 Years Old, 50 Years in Business | Episode 368

0:00 1:22:56

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar episodes found.

No similar podcasts found.

Frequently Asked Questions

How long is this episode of Real Business Owners?

This episode is 1 hour and 22 minutes long.

When was this Real Business Owners episode published?

This episode was published on June 16, 2026.

Can I download this Real Business Owners episode?

Yes. Use the download control on the episode player to save the publisher-provided media file.
URL copied to clipboard!