Jake Paul may have built his name through social media drama and headline-grabbing boxing matches, but his smartest punches have landed in the world of venture capital.
At just 28, the YouTuber-turned-fighter has put together one of the best-performing personal investment portfolios in recent years, backing billion-dollar winners while the world focused on his controversies.
A surprising venture capital star
Paul’s investments look more like the portfolio of a seasoned Silicon Valley insider than a boxing entertainer. He was an early supporter of fintech company Ramp, which is now worth around $32 billion. The same year, he backed cloud observability startup Chronosphere, which was acquired for more than $3.3 billion in late 2024.
His investment in defense tech firm Anduril, valued at $8.48 billion when he entered, has since soared to more than $30 billion. He also joined Olipop’s Series B round when the healthy soda brand was valued at just $200 milliontoday it sits near $1.85 billion.
And in one of the hottest AI deals of 2024, Paul invested in Cognition AI at a $2 billion valuation; the company is now reportedly worth over $10 billion. These are not wild bets, they are smart, well-timed moves that show he understands where the future is going.
Anti fund and the business of influence
This investing success is powered by Anti Fund, the venture capital firm Paul co-founded with entrepreneur Geoffrey Woo. The fund now manages more than $65 million and focuses mainly on artificial intelligence and robotics startups. Paul’s brother, influencer and WWE performer Logan Paul, recently joined as a general partner, creating a rare mix of star power and startup capital. The Paul brothers don’t only bring money they bring culture, attention and distribution, which help young companies grow faster than traditional capital alone.
Before venture capital, Paul built a massive digital media empire. He started on Vine at age 16, quickly earning millions of followers and billions of views. That success led to a role on Disney’s Bizaardvark, but being dropped from the show in 2017 pushed him fully into YouTube. There, his content skyrocketed, turning him into one of the world’s highest-earning creators.
But the boldest career move came in 2020, when Paul stepped into professional boxing. He turned celebrity fights into blockbuster events defeating big names like Tyron Woodley, Anderson Silva, Nate Diaz and even Mike Tyson. Whether fans root for him to win or lose, they pay to watch and that is the key to his business success.
Money behind the persona
Today, Jake Paul’s net worth is estimated at around $100 million, though he claims the true value of his assets is much higher and possibly approaching a billion dollars. Not all of that comes from boxing. His earnings also flow from YouTube, brand deals, real estate, his sports betting startup Betr, and now a rapidly expanding investment portfolio. He reinvests aggressively, treating every deal as part of a long-term plan instead of a flashy headline. Jake Paul has always been tough to define influencer, entertainer, athlete, troublemaker. But one description is becoming harder to deny, venture capitalist.
