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August 18, 2025 29 mins

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Most business owners dream about walking away for a while and coming back to find their business doing even better. But very few make it happen.

In this episode of the Results Driven Podcast, Josh and Tiffany talk with Jimmy Ogle, who left his real estate business for a full year and returned to a company that was bigger, stronger, and more profitable than when he left.

Jimmy shares the exact systems, the right people, and the mindset shifts that made it possible. You’ll hear how he set up his business to run without him, prepared his team to lead, and got past the fear of letting go.

You’ll Learn How To:

  • Build a business that grows without your daily involvement
  • Identify and develop leaders who can run operations in your absence
  • Put the right systems in place so things don’t fall apart
  • Shift your mindset from doing everything to leading through others

What You’ll Learn in This Episode:

  • (1:15) Jimmy’s backstory and how he got into real estate
  • (4:41) Lesson #1: Don't hire a failed entrepreneur
  • (7:38) Why the sales process and scripts were a big focus
  • (9:22) Managing the business virtually
  • (11:09) Preparing your team for your absence
  • (12:46) Overcoming the fear of stepping back
  • (16:10) What kept Jimmy going in business
  • (17:11) Shutting out the noise and focusing on what you can control
  • (20:26) How fitness re-energized him for business
  • (22:37) Top priorities when coming back
  • (24:42) Contingency plans for stepping away
  • (26:47) Why letting go can make your business stronger

Who This Episode is For:

  • Entrepreneurs who want more freedom from daily operations
  • Owners who are stuck doing everything themselves
  • Leaders who want a self-sustaining team
  • Anyone who wants a business that runs without them

Why You Should Listen:

If you have ever felt chained to your business, Jimmy’s story will show you that it’s possible to step away and still see it grow. Discover how to build a team, establish effective systems, and trust the process, allowing you to reclaim your time without compromising success.

Follow Tiffany and Josh here:

Connect with Jimmy Ogle:

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