The Paul brothers — Jake Paul and Logan Paul — are often found at the center to hash criticism and negative publicity on social media. However, some recent findings reveal that beyond their media-image, their personal investments have proven to be financial-geniuses, contradicting to their conflicting online presence.
Anti Fund, a venture capital (VC) firm co-founded by Jake Paul and Geoffrey Woo, which also lists Logan Paul as General Partner, reportedly invested in Polymarket during the trend-setting prediction market platform’s Series A round in 2021. At the time, Polymarket was valued at $70 million.
The amount VC fund poured is not public currently but the typical check size for their investment remained between $100K to $500K, and a user on X claims that the capital was $250,000 minimum.
Now given Polymarket’s latest valuation of nearly $12.3 billion, that stake has multiplied into roughly $41 million to $44 million at current secondary market valuations. This marks a 165-fold return that underscores the improbable ascent of online prediction platforms. The X post claimed it to be around $20 million, which is surely an understatement amid Polymarket’s sky-high momentum.
The Crypto Times reached out to Anti Fund for comments on the matter, but they have not responded as of publishing.
A glance onto the portfolio of Anti Fund shows that the firm has mastered the art of the timely strike, turning founder flair and market chaos into outsized returns. Launched in 2021 as a scrappy Miami rolling fund, it has morphed into a $65 million-plus powerhouse, sealing an oversubscribed $30 million Fund I last December with Logan Paul stepping in as a general partner.
Anti Fund’s strategy is pure opportunism, small “first checks” of $100,000 to $500,000 for about 10% ownership in pre-seed and seed deals. Polymarket epitomizes their approach with the Series A bet from five years back, when the platform was a regulatory wildcard at $70 million post-money. It has now ballooned to $41 million to $44 million today at $11.5 billion secondary valuations.
The fund’s portfolio is a testament to this flexible, high-conviction playbook, blending blue-chip names with edgier bets that traditional VCs might overlook. Its holdings span OpenAI and Anduril — now pushing past $30 billion valuations — alongside fintech rocket Ramp, robotics innovator Physical Intelligence, and security play Flock Safety via Aerodome. In a market where timelines compress and “hot rounds” demand insider access, Anti Fund’s rebel vibe has quietly rivaled bigger players.
The Paul brothers’ crypto track record, however, has been anything but clean, casting a shadow over Anti Fund’s polished wins. Logan Paul remains synonymous with his ill-fated 2021 NFT “monster-taming” game CryptoZoo. Promoted heavily to millions of young fans, it raised millions via tokens and NFTs promising breeding profits.
However, the game never fully launched, tokens cratered, and investors cried foul. It led to a 2023 class-action lawsuit accusing Paul and partners of fraud, breach of contract, and misleading marketing. Logan Paul denied wrongdoing, called it a “rug pull” narrative, and in 2024 pledged a $2.3 million NFT buyback.
The Anti Fund primary co-founder Jake hasn’t escaped either. In 2023, he settled with the SEC over touting a crypto project without disclosing his stake. Anti Fund’s $65 million in assets under management, including stakes in OpenAI and Anduril, relies on Paul’s influencer reach, but critics question if the rebel brand masks crypto’s underbelly.
Polymarket’s trajectory since that early infusion reads like a fintech fairy tale. Trading volumes exploded from $73 million in 2023 to $9 billion in 2024, fueled by the U.S. presidential election frenzy. By 2026, the platform logged billions more, with January alone hitting $4.9 billion. As of latest data, active users on the platform reach above 2 million.
After a quiet $55 million round in 2024 at $350 million valuation and a $150 million Series C in early 2025 that minted it a unicorn at $1.2 billion, Polymarket went supernova. In October 2025, NYSE parent Intercontinental Exchange (ICE) dropped up to $2 billion in a strategic deal, valuing the company at $9 billion post-money.
Polymarket’s total funding now exceeds $2.3 billion across seven rounds, as shown on Crunchbase.
