View From The Top: Orlando Bravo on His Journey to Building Thoma Bravo

In this bonus episode, Thoma Bravo founder and managing partner, Orlando Bravo joins View From The Top from Stanford GSB for a candid conversation on his nonlinear journey—from leaving a small town in Puerto Rico to building one of the world’s leading software investment firms.

Orlando opens up about early career setbacks—including rejection, failed deals, and the mentors who shaped his investing and leadership philosophy. He shares why discipline, humility, strong partnerships, and “doing your own thing” became the foundation of Thoma Bravo’s approach, as well as his long-term commitment to entrepreneurship and impact in Puerto Rico.

This conversation offers rare insights on leadership, resilience, mentorship, and what it really takes to build enduring software companies.

For more information on Thoma Bravo's Behind the Deal, visit https://www.thomabravo.com/behindthedeal

Learn more about Thoma Bravo: https://www.thomabravo.com/

Learn more about View From the Top: https://www.gsb.stanford.edu/business-podcasts/view-top-podcast