Orlando was born and raised in Mayaguez, Puerto Rico, and he has focused his philanthropic efforts on improving economic and educational outcomes for residents of the island. As Co-Founder and Chairman of the Board of Bravo Family Foundation, he directs the organization’s many initiatives to promote entrepreneurship, community-based leadership and economic development.
In the wake of Hurricane Maria in 2017, Orlando personally led a humanitarian mission to deliver resources to remote communities in Puerto Rico. The experience paved the way for the $100 million commitment he announced in 2019 to create the Foundation’s Rising Entrepreneurs Program (REP), an accelerator designed to support early-stage startup founders contributing to the Puerto Rican entrepreneurship ecosystem.
In addition to his philanthropic involvements, Orlando is a Founder and Managing Partner of Thoma Bravo, one of the largest software investors in the world based in San Francisco, Miami, New York, Chicago, and London that makes investments in software and technology-enabled services companies. Today, Orlando directs the firm’s strategy and investment decisions in accordance with its principles of partnership, innovation, and performance. Orlando has overseen over 440 software acquisitions conducted by the firm, representing more than $250 billion in enterprise value (including control and non-control investments). Forbes named him “Wall Street’s best dealmaker” in 2019, and he was part of Thomson Reuters “Eight Buyout Pros to Watch” in 2009.
Orlando graduated Phi Beta Kappa with a bachelor’s degree in economics and political science from Brown University in 1992 and earned a JD from Stanford Law School and an MBA from the Stanford Graduate School of Business in 1998.