On Friday, December 19, Jake Paul will struggle Anthony Joshua in an occasion that will probably be streamed globally on Netflix.
Up thus far, Jake has largely fought opponents who have been both effectively previous their athletic prime or competing outdoors their pure weight courses and disciplines. Even so, these rigorously chosen matchups have already taken a toll, with Jake admitting to exhibiting early indicators of attainable CTE, reminiscence loss, and deteriorating mind operate. And preventing Anthony Joshua is a complete new beast. Joshua is greater, stronger, extra seasoned, and way more harmful than anybody Jake has ever confronted. There’s a very actual likelihood that Jake will take up the sort of punishment that leaves lasting bodily penalties.
The query is, WHY IS JAKE EVEN FIGHTING STILL?! With a web price that’s comfortably above $100 million, why take one other high-risk struggle?
The plain reply is cash.
For his or her efforts, Jake and Anthony will break up a staggering $184 million purse. That is $92 million per individual.
And whereas making $92 million for a single night time’s work seems like a deal nobody might flip down, Jake Paul completely can flip it down. Most individuals do not know this, however Jake Paul is a surprisingly wonderful enterprise capital investor. One among his early bets has already been acquired for a number of billions in money. A number of different bets are price monumental fortunes on paper. If these bets develop into liquid by means of future acquisitions or IPOs, Jake (and his descendants) will probably be extraordinarily wealthy for a really very long time…
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Anti Fund
In 2021, Jake co-founded Anti Fund with Geoffrey Woo, a Stanford-educated serial entrepreneur who beforehand bought an organization to Groupon. The pair realized that they had a singular arbitrage alternative. In a world awash with enterprise capital {dollars}, cash had develop into a commodity. The one factor startups could not purchase? Consideration.
Their thesis was easy: Conventional VCs present capital and board conferences. Jake Paul gives capital and a megaphone to 70 million followers.
This wasn’t only a advertising and marketing gimmick; it was a rigorous funding technique. They employed a “barbell method”—writing smaller angel checks ($100k–$500k) into scrappy seed-stage founders, whereas deploying large capital ($10M+) into breakout development firms. The outcomes have been speedy. Founders who sometimes turned down “celeb cash” have been immediately clamoring to get Jake on their facet, realizing that one tweet from him might crash their servers with new person sign-ups.
By December 2025, the agency had solidified its standing as a severe institutional participant, even bringing on Jake’s brother, Logan Paul, as a Basic Companion to double down on their media benefit.
Main Wins (So Far)
Whereas any celeb investor would completely KILL to have ONE guess flip right into a unicorn, Jake Paul and Anti Fund have by some means pulled this off FIVE TIMES. To date! Beneath is a breakdown of Jake’s largest VC wins:
Anduril
In late 2022, Anti Fund participated in Anduril’s Sequence E financing, which valued the corporate at $8.5 billion. This was a “development stage” guess, which means they wrote a a lot bigger verify—reportedly upwards of $10 million—into the protection contractor constructing autonomous drones and border safety methods. It was a controversial play that paid off quick. By June 2025, Anduril raised a large new spherical that valued the corporate at $30.5 billion. That $10 million verify has doubtless already tripled in worth to ~$36 million in lower than three years, proving Jake can choose winners even when the entry value is excessive.
Cognition.ai
Using absolutely the peak of the AI growth, Anti Fund obtained into Cognition.ai throughout their Sequence B in early 2024. On the time, the corporate’s valuation was $2 billion. Quick ahead 18 months, and the get-in value for a brand new Cognition investor is $10.2 billion.
Olipop
Jake invested within the wholesome soda model Olipop throughout their Sequence B in 2022. On the time, the corporate was valued at $200 million. In February 2025, Olipop raised cash at $1.85 billion valuation.
Chronosphere
In 2019, Jake wrote a seed-stage verify into Chronosphere, a cloud-native observability platform. When Jake invested, Chronosphere was valued at round $50 million. Quick ahead to November 2025, and the corporate was acquired by Palo Alto Networks for $3.35 billion. If Jake invested $500,000 on the seed stage, his stake would have been price $33.5 million on the acquisition.
After which there’s Ramp.
Ramp
Jake was an early seed investor in Ramp, a company card and finance automation platform, again when the corporate was barely a PowerPoint deck in 2019. On the time Jake invested, the corporate was valued at round $25 million. At this time, Ramp is among the most precious personal firms in America, with a valuation that not too long ago topped $32 billion. If Jake invested simply $100,000 on the seed stage, right this moment his stake could be price over $100 million. If he invested $500,000, right this moment that stake would theoretically be price half a billion {dollars}.
W
Jake is just not solely a passive investor. He’s additionally a founder. In June 2024, Jake based the non-public care model “W.” In contrast to a typical licensing deal (the place a star simply leases their title to a third-party firm), W was constructed in-house by Jake and his companion Geoffrey Woo. In July 2024, a month after the corporate was based, W raised $14 million at a $150 million valuation.
The Backside Line
Should you assume even conservative verify sizes for his early offers (and account for the usual dilution that occurs as firms develop), Jake Paul’s enterprise portfolio may be very doubtless price lots of of hundreds of thousands of {dollars}. There’s a very actual chance that his fairness stakes in these 5 firms alone are actually price greater than he is earned boxing or from social media mixed.
So, why step into the ring with a heavyweight killer like Anthony Joshua? Why threat the CTE and the bodily trauma when you could have a portfolio that rivals the most effective buyers in Silicon Valley? Properly, it’s good to have an inflow of $94 million for a day’s work. That is $94 million that may be deployed into new VC bets. However there’s one other profit.
For Jake Paul, boxing is not the job anymore. Boxing is the client acquisition channel.
Each time he fights, he dominates the worldwide dialog. Each headline driving viewers to Netflix drives consideration to his model—and within the economic system Jake Paul has mastered, consideration is the one forex that issues. Jake Paul is a enterprise capitalist who’s prepared to bleed to get the most effective deal stream on this planet.
Once you put all of it collectively, it is not inconceivable however that Jake Paul will probably be a billionaire sooner or later within the subsequent few years…
