All-In with Chamath, Jason, Sacks & Friedberg How Orlando Bravo Built One of the Most Successful Firms in Private Equity
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Oct 15, 2025 
Orlando Bravo, founder of Thoma Bravo, shares his inspiring journey from Puerto Rico to leading a top private equity firm. He discusses the unique strategies behind his firm's success, including their focus on software and technology. Bravo addresses misconceptions about private equity and highlights the transformative role it plays in businesses. He dives into deal-making tactics, the importance of mentorship, and the careful assessment of leadership post-acquisition. Additionally, he reflects on Puerto Rico's identity and the allure of remaining private over going public.
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Hurricane Maria And Roots
- Orlando describes returning to Puerto Rico after Hurricane Maria and delivering supplies from San Francisco.
- He framed his upbringing and his mother's push to seek opportunities as foundational to his career drive.
Rejected Then Mentored
- Orlando recounts getting few job offers after Stanford and being told private equity had limited opportunities in 1997.
- He credits Carl Thoma for hiring him and enabling his shift into tech buyouts.
Keep The Team Small
- Keep your firm small to avoid internal focus and stay outward facing on deals and operations.
- Prioritize mentorship and direct contact between senior leaders and the next generation of partners.