Orlando Bravo’s journey is one of vision, determination, and giving back. A self-made billionaire, he stands among the wealthiest Latinos in the United States, ranked 252nd on Forbes’ list of the world’s richest people. As the founder of Thoma Bravo, a powerhouse in private equity specializing in software investments, he has shaped the industry and cemented his reputation as one of Wall Street’s most influential dealmakers. More than a financial titan, he is also Puerto Rico’s first billionaire—a milestone that ties him even closer to his roots.
A leader driven by vision, resilience, and a relentless pursuit of excellence. Photo: Kike Flores
Born in Mayagüez, Bravo moved to Florida at 15, marking the beginning of a life shaped by ambition and perseverance. He earned a degree in economics and political science from Brown University before completing a law degree and an MBA at Stanford. Despite his success in the corporate world, he never forgot his roots.
Orlando Bravo, one of the most influential figures in private equity, welcomes ¡HOLA! into his stunning Miami office. Photo: Kike Flores
When Hurricane María devastated Puerto Rico in 2017, he quickly mobilized relief efforts, sending planes filled with essential supplies. Over time, his commitment to the island grew even stronger, dedicating $100 million through The Bravo Family Foundation to support Puerto Rican entrepreneurs and drive economic development in his homeland.
Long before entering the world of high-stakes finance, Bravo honed his competitive edge on the tennis court. From the age of eight, he dedicated himself to the sport, competing rigorously until he was 17. The discipline and resilience he developed during those years became cornerstones of his success. Along the way, he formed friendships with two rising stars—Andre Agassi and Jim Courier—who would go on to become legends of the game.
Photo: Kike Flores
Now, in the heart of Miami’s financial district, Bravo reflects on his journey in the sleek new offices of Thoma Bravo. Married and a father of four, he continues to push boundaries, not just in business but in philanthropy. His Bravo Family Foundation stands as a testament to his belief in creating opportunities for others, ensuring that the next generation of entrepreneurs can dream as big as he once did.
"Start now and always seek to compete with the best. Do not limit yourselves in what you want to achieve; you must have the confidence that it can be done."
Orlando Bravo
Orlando, thank you for welcoming us to your new offices in Miami.
Well, thank you very much. I'm very happy to finally be in Miami and to do an interview in Spanish. All my interviews have always been in English, so this is a pleasure. I appreciate you being here at the office.
Tell us, how did you get started in the corporate world?
By pure luck. I was born in Mayagüez, a small city in western Puerto Rico, and stayed there until I finished high school. Thanks to tennis and having incredible parents, I got my first real opportunity. They introduced me to the sport, which allowed me to travel and see different things.
I went to Brown University, and as I was about to graduate, I had no idea what I was going to do—whether to go to law school or something else. Then somebody from New York told me, "You have to interview with these financial firms in New York." He submitted my name, I got a job, and that was my first exposure to the corporate world.
How did that experience in sports shape you?
My parents were incredible. First, getting me into sports helped me see a much bigger world. It taught me a lot of humility because there was always someone better. Every time I traveled to a new place, the players were stronger, so I quickly learned that the world is vast, but at the same time, you can compete at an international level.
They had me playing tennis from the age of eight until I was 18. But by that time, both they and I knew I wasn’t going to be a professional player, so I shifted my focus to education, and they supported me in that direction.
"Every morning, I take my daughters to school and pick them up whenever I can. I take off my tie as soon as I get home."
Orlando Bravo
Photo: Kike Flores
Is it true that you were roommates with Jim Courier and Andre Agassi?
Well, that’s true. Andre Agassi was there, and he’s a friend of mine, but Jim Courier has been one of my best friends since I was 10 years old. The first time I came to Miami was for an international tennis tournament, and I lost in the finals against Jim. He beat me easily. But at least I made it that far. From there, we became friends, and he ended up being my roommate.
Why did you decide to open offices in Miami?
We've been in San Francisco since the beginning, but we felt the need for a large office on the East Coast. As we expand into Europe and our team continues to grow, we had to decide—where do we go? What better place for young talent than Miami? The community here is expanding rapidly.
It’s a relatively new business hub, with a culture and institutions that are still developing. That creates an opportunity for the young leaders in our company to make a significant impact—not just in business, but in the community as well. Instead of going to cities that are already well established, they have the chance to grow alongside Miami, becoming stronger leaders in the process.
How does the mind of a leader like you work? How does an entrepreneur and visionary think?
I never stop. I move very fast. There’s always something to do, and I thrive on that pace. Balancing family life—my older kids, my younger ones—with business keeps me constantly engaged.
On the business side, it’s a mix of many roles: acquiring companies, building strong relationships with our investors and clients, growing the team, and raising funds. I love it because it’s a complete process—it challenges me not just as a businessman but as a person. It’s about constantly evolving while leading a company forward.
Orlando Bravo: A visionary leader shaping the future of private equity from the heart of Miami. Photo: Kike Flores
Many people respect and admire you so much that they would love to see you as the governor of Puerto Rico. Is that something that interests you?
I really appreciate it if people feel that way. But I’m an entrepreneur—that’s who I am, and I’m very clear about what I do. I’m not a politician.
I believe that those of us who have been fortunate, like I have, have a responsibility to give back, to create opportunities for young people. For me, that means focusing on Puerto Rico and the Latino community. That’s why I’m in Miami. I feel I can make a greater impact through philanthropy rather than politics.
At what point do you take off the suit and tie and step into your role as a family man?
Always. Family comes first, and as a Latino, you understand that well—health and family are everything. Every morning, I take my daughters to school, and whenever I can, I pick them up. The moment I walk through the door at home, the suit and tie come off.
It’s important for them to live a normal life, just like everyone else. And it’s just as important for me and my wife—to stay grounded, to keep that balance.
Photo: Kike Flores
What are your projections for 2025, Orlando?
We have to keep pushing this company forward. Thoma Bravo is one of the biggest and most important firms in the tech sector. It’s not just about acquiring and investing in companies—it’s about the work we put into growing them. That’s a major focus.
The second priority is philanthropy here in Miami. We’re working with an organization called SEO, which started in New York, then expanded to San Francisco, and now we’ve brought it to Miami. It’s focused on helping high school students—especially those without access to opportunities—get into college. That’s something we’re deeply committed to.
Do you have any goals you have yet to achieve?
feel like I’m just getting started. It’s all about continuing what we’ve built. If you look at the private equity world, we’re still small compared to the massive technology companies out there. Our goal is to reach the level where we can invest in and acquire those giants. Maybe I won’t be the one to get there, but my team will.
We’re moving forward one step at a time. A mentor of mine once told me, "If you want to reach the future, you have to make it through the present." That’s why we keep pushing. In five or ten years, thanks to the work we and others are doing, you’ll see incredible leaders emerge in this field.
This interview was conducted in Spanish and has been thoughtfully adapted into English to retain its essence and flow.