From Real Estate to Healthcare: Building Enduring Businesses

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Posted Apr 28, 2026

From Real Estate to Healthcare: Building Enduring Businesses

Brandon Sedloff sits down with Fernando De Leon to unpack the evolution of Leon Capital Group and the lessons learned from building and operating businesses across healthcare, insurance, financial services, and real estate. Fernando shares how his upbringing between Mexico and Texas shaped his understanding of human behavior and incentives, which later became foundational to how he builds organizations. The conversation spans his early entrepreneurial experiences, navigating the global financial crisis, and the strategic pivots that transformed his firm into a diversified holding company. Throughout, Fernando emphasizes the importance of adaptation, disciplined capital allocation, and aligning incentives to drive long-term success.

They discuss:

How early exposure to different economic systems shaped his approach to investing and leadership
Why concentrated bets and embracing mistakes have driven outsized returns
The role of incentives and human behavior in building and scaling organizations
How opportunistic investing during the financial crisis created long-term advantages
Why AI and automation are now central to improving efficiency and protecting margins across businesses

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From Real Estate to Healthcare: Building Enduring Businesses - Fernando De Leon - Founder & CEO - Leon Capital Group

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Description

They discuss:

Links:

Leon Capital Group - https://www.leoncapitalgroup.com/

Fernando on LinkedIn - https://www.linkedin.com/in/fernando-de-leon/

Brandon on LinkedIn - ⁠⁠ https://www.linkedin.com/in/bsedloff/⁠⁠

Juniper Square - ⁠⁠ https://www.junipersquare.com/⁠⁠

Topics:

(00:00:00) - Intro (00:01:40) - Fernando’s background and career (00:24:54) - Leon Capital Group (00:29:46) - Taking Stakes in Investors (00:31:35) - The opportunity created by the GFC (00:36:11) - Fernando’s approach to RE development (00:38:30) - Taking on 3rd party capital (00:42:40) - Biggest learning lessons (00:45:35) - Fernando’s favorite business (00:47:43) - The evolution of the human brain (00:49:28) - Predictions for the next 18 months (00:52:39) - What business would you like to be in that you currently aren’t?

Posted Apr 28, 2026