How Orlando Bravo Built One of the Most Successful Firms in Private Equity

How Orlando Bravo Built One of the Most Successful Firms in Private Equity

October 15, 2025 28 min
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🤖 AI Summary

Overview

This episode features Orlando Bravo, co-founder of Thoma Bravo, one of the most successful private equity firms globally. The discussion spans his journey from Puerto Rico to becoming a pioneer in private equity, the philosophy behind Thoma Bravo’s operations, the evolving role of private equity in the economy, and the firm’s approach to acquisitions and management.

Notable Quotes

- The odds are one of us had to get lucky. Out of everybody here, one.Orlando Bravo, reflecting on his improbable journey from Puerto Rico to private equity success.

- Private equity is a great change agent... These software companies are not meant to be owned by the same group for 30 or 40 years.Orlando Bravo, on the transformative role of private equity.

- No matter how profitable you are, you can always cut 10%. No matter how unprofitable you are, it’s difficult to cut more than 20%.Orlando Bravo, sharing insights on operational efficiency.

🌍 From Puerto Rico to Private Equity

- Orlando Bravo shared his inspiring journey from a small town in Puerto Rico to becoming the first Puerto Rican billionaire.

- His mother, a Cuban immigrant, played a pivotal role in exposing him to opportunities, including competitive tennis, which broadened his horizons.

- Bravo emphasized the importance of mentorship and discipline in his career, crediting early mentors like Carl Thoma for shaping his approach to business.

📈 Thoma Bravo’s Operating Philosophy

- The firm operates with a small, focused team of 230 people to remain outward-facing and avoid internal distractions.

- Bravo highlighted the importance of mentorship within the firm, ensuring the next generation of leaders is well-prepared.

- Thoma Bravo’s growth has been incremental, starting with smaller deals and scaling up to multi-billion-dollar acquisitions.

💼 The Role of Private Equity in the Economy

- Bravo described private equity as a change agent, particularly in the tech sector, where companies benefit from fresh perspectives and operational improvements.

- He addressed the industry’s reputation for being cutthroat, explaining that modern private equity focuses on growth and value creation rather than cost-cutting alone.

- The firm’s strategy has shifted from leveraging cash flow to driving terminal value appreciation, reflecting the evolution of the industry.

✈️ Acquiring Boeing’s Avionics Business

- Bravo detailed Thoma Bravo’s acquisition of Boeing’s Jeppesen division, a critical asset for aviation.

- The firm’s approach to acquisitions involves deep research, long-term tracking of target companies, and building trust with management.

- Bravo’s philosophy of buy the best and operate the best underpins their success in competitive bidding scenarios.

🤖 Navigating AI and Future Risks

- Bravo acknowledged the disruptive potential of AI in the software and SaaS sectors, which could significantly alter the private equity landscape.

- He emphasized the need for continuous learning and adaptation to stay ahead of technological shifts.

- Despite these challenges, Bravo remains optimistic about the firm’s ability to identify and invest in transformative opportunities.

AI-generated content may not be accurate or complete and should not be relied upon as a sole source of truth.

📋 Episode Description

(0:00) Introducing Orlando Bravo

(1:53) Orlando’s history, Puerto Rico origins, how he got into private equity

(7:10) How he runs Thoma Bravo: small team, outward facing, mentorship, patience in fundraising

(9:01) Role of PE in the American economy, public perception, underwriting AI risks

(15:23) Deal pricing philosophy, acquiring Boeing’s avionics business

(19:24) Thoma Bravo’s operating playbook after acquiring a company

(26:16) Thoughts on taking Thoma Bravo public

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