How to Invest or Participate in Franchise Businesses – Jon Ostenson: Ep #553

For many professionals, the hardest part of stepping away isn’t the finances—it’s the question: what’s next? In this episode, I sit down with Jon Ostenson, franchise expert, investor, and author of Non-Food Franchising, to explore how business ownership beyond your practice can offer purpose, tax advantages, and legacy opportunities.

Jon reveals why franchising is one of the most overlooked paths to semi-passive income, and why it’s about much more than burgers and fries. From home services to senior care to pet wellness, franchising provides vetted, scalable businesses with systems, support, and tax benefits baked in. Whether you’re looking to involve your family, diversify your portfolio, or transition into your next chapter, Jon shares exactly what to look for—and what to avoid—when exploring this path.

Minute Markers:

00:00 – Intro
08:24 – Why healthcare professionals are drawn to franchising
13:03 – Evaluating emerging vs. established brands
16:16 – Understanding agreements and protections
18:08 – Examples of successful non-food franchise models
20:05 – Health, wellness, and pet care opportunities
21:03 – Tax benefits and write-offs for franchise owners
22:01 – Building family legacy through franchising
24:30 – Investment ranges and financing options
26:33 – Generational wealth transfer and mentorship opportunities
28:15 – Case studies of family-run franchises
30:13 – Leadership as the ultimate differentiator

If you like this episode, here are more episodes we think you’ll enjoy:

Ep #552 – The Art of Entrepreneurship – Building Legacy and Focus – Ken Wimberly
Ep #540 – Break Free From the Hamster Wheel By Redefining Leadership, Coaching and Legacy – Dr. Jerry Gray

Links Featured on the Show:

Jon Ostenson Website | LinkedIn
Book: Non-Food Franchising by Jon Ostenson
Freedom Founders Discovery Call
Digital Newsletter Signup

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Watch full length Interviews on video!#jonostenson
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Power Concepts:

“Most people think of fast food when they hear ‘franchise,’ but the biggest opportunities are in non-food industries.” – Jon Ostenson

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“If you don’t have the right operator in place, you’ll lean in more than you expect.” – Jon Ostenson