Orlando Bravo


The first billionair­e from Puerto Rico is a leading

Wall Street dealmaker. His private equity firm, Thoma Bravo, has done some 230 software deals worth more than $68 billion since 2003 and now oversees a portfolio of 35 software companies that generate roughly $10 billion in annual revenue. Bravo’s ticket out of Puerto Rico was tennis: As a teenager he roomed with Jim Courier at Nick Bollettier­i’s esteemed tennis academy in Florida and was then recruited to play for Brown University.

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