

The HoldCo Strategy That Prints Money in Small Markets
Jul 22, 2025
In this engaging discussion, Joshua Kalinowski, a former pro baseball player turned entrepreneur, shares his remarkable journey from the Colorado Rockies to thriving in real estate and various businesses. He emphasizes the importance of diversification and tackling challenges in smaller markets. Joshua discusses building confidence through evidence, navigating the transition from entrepreneur to effective business owner, and the vital role of mentorship. He highlights balancing work with family and the crucial role of structure in growing a multi-million dollar empire.
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Confidence Through Evidence
- Build confidence by accumulating evidence of your successes.
- Comfort can diminish drive, so pursue challenges to regain confidence.
Pro Baseball to Real Estate
- Joshua transitioned from pro baseball to real estate after injury and a career end.
- He started Coldwell Banker during the 2008 crash and diversified to survive boom-bust Wyoming markets.
Franchise Benefits in Small Markets
- Coldwell Banker franchise offers support and knowledge sharing in small markets.
- Small towns often are lagging indicators, letting owners learn from bigger markets' past challenges.