Roddick didn’t just retire in 2012 and buy a beach house. He co-founded the Andy Roddick Foundation, which focuses on education for underserved kids, but he also dove headfirst into the business world. His biggest win? Co-founding Storied, a sports and entertainment company that produces documentaries and podcasts.
He also invested in Major League Pickleball. Yes, pickleball. While you were laughing at the sport, Roddick was buying into a league that has since exploded in value. That’s the kind of contrarian thinking that builds a $40 million empire.
ANDY RODDICK TENNIS STARS Players Sport
Practical Tip: The "One Good Investment" Rule
Roddick doesn’t chase every trend. He has a simple rule: invest in what you understand. He knows sports, media, and hospitality—so that’s where he puts his money.
Take a page from his playbook. Before you buy that crypto token your cousin recommended, ask yourself: Do I really understand this? If the answer is no, walk away. Roddick did, and he’s sitting on a pile of cash.
