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Jake Paul: Traditional VC is Toast & Attention is More Valuable than Cash

Jake Paul is one of the most influential creators of the digital era, with over 70M+ followers across platforms. He transitioned from YouTube stardom to become one of the biggest pay-per-view draws in boxing history with fights against Mike Tyson and Anthony Joshua. Jake is also Co-Founder of Anti Fund, where he has made investments in Ramp, Anduril, Cognition and Olipop to name a few. Geoffrey Woo is a Co-Founder and Managing Partner at Anti Fund. He previously built his career at Goldman Sachs and Point72. He is at the forefront of a new model of investing—where distribution is as powerful as capital. ----------------------------------------------- Timestamps: 00:00 Intro 01:20 Overview of the Jake Paul Business Empire 03:13 Why Start a $30M Fund When Boxing Makes $100M+? 05:42 What Jake Actually Brings to Venture Beyond Distribution 10:35 What the Fund Sells to Founders & Why Attention Beats Capital 16:16 How Jake Knew Boxing Would Have a Revival Before Everyone Else 18:00 The Treadmill of Relevance: How to Stay at the Top 20:48 What Other Creators Get Wrong When Moving Into Investing 22:08 How Jake Predicts Viral Videos With 85% Accuracy 25:49 Is Sport the Most Defensible Asset Class in an AI World? 29:43 Where Jake's Drive Came From 31:40 What the World Gets Wrong About Jake Paul 35:36 Would Jake Run for President? 37:00 Jake on Trump "That's My F***ing President" 44:35 How to Have a Great Relationship While Crushing It in Business 45:37 Jake on Mental Health, Ayahuasca & Managing His Mind 54:59 Boxing, Content, or Investing: Jake's Answer on What He'd Be #1 At ---------------------------------------------------------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZTtgTNBKwtZBMHvl?si=85bc9196860e4466 Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/the-twenty-minute-vc-20vc-venture-capital-startup/id958230465 Follow Harry Stebbings on X: https://twitter.com/HarryStebbings Follow Jake Paul on X: https://twitter.com/jakepaul Follow Geoffrey Woo on X: https://twitter.com/geoffreywoo Follow 20VC on Instagram: https://www.instagram.com/20vchq Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/contact ----------------------------------------------- #20vc #harrystebbings #jakepaul #investing

Geoffrey WooguestHarry StebbingshostJake Paulguest
Apr 18, 20261h 3mWatch on YouTube ↗

CHAPTERS

  1. Jake Paul & the Anti Fund: why attention can outperform capital

    Harry introduces Jake Paul and Geoffrey Woo and frames the episode around their core thesis: attention is more valuable than cash. They set expectations that this will span venture, media, culture, and politics, with Jake positioned as a surprisingly serious investor.

  2. Mapping the “Jake Paul business empire”: from peanuts to sports gaming to tech advising

    Jake outlines the breadth of his businesses and how entertainment, entrepreneurship, and audience compound together. The discussion emphasizes that the ecosystem is intentionally diverse, with selective hands-on involvement depending on the venture.

  3. The real craft of influence: engineered storytelling and emotion as a product

    Jake explains that high-performing content is meticulously designed—every millisecond is debated and optimized. He breaks down what makes stories work (conflict, struggle, love) and how creators deliberately trigger emotion to create retention and virality.

  4. Polarization, “uncancelable,” and the costs/benefits of a loud brand

    They discuss whether all publicity is good publicity, and Jake argues the claim is false in extreme cases but defends being ‘uncancelable’ because he believes nothing truly damning exists. Geoffrey frames polarizing brand as a strategic advantage with LPs: the returns matter more than aesthetics.

  5. Why build a $30M fund when boxing can pay $100M+: the long AUM game

    Jake explains the fund is a starting point, not the destination; their ambition is to scale to multi-billion AUM over time. They connect his career arc (starting small, compounding) to how venture platforms are built.

  6. What Jake brings beyond distribution: taste, cultural signal, and founder selection in an AI era

    Geoffrey argues that as coding/analysis commoditize through AI, “taste” and cultural instincts become a sharper investing edge. Jake’s creator reps—early platform adoption and consumer sentiment—translate into picking and winning, not just marketing support.

  7. The investor product: targeted intros, credibility, and attention that converts

    They define what they “sell” to founders: not guaranteed promotion, but high-leverage access and culturally fluent guidance. Examples include unusual but valuable networks and the idea that an intro from Jake has higher response and conversion than traditional VC outreach.

  8. Strategy shift: late-stage ‘sniper shots,’ incubation, and picking category winners

    Harry proposes concentrating firepower into a small set of elite late-stage companies, leveraging personal brand to win allocations and add value pre-IPO. They also discuss selective incubation (e.g., Better) where ownership and execution create outsized upside.

  9. Staying relevant: escaping the creator treadmill and building an ecosystem

    Harry raises the constant fight for relevance in media-driven businesses; Jake argues he has ‘escape velocity’ due to enduring persona, multi-platform presence, and the Paul brothers’ ecosystem. They contrast this with how difficult it is for most creators to stay top-of-mind.

  10. What creators get wrong in investing & Jake’s “85%” virality prediction instinct

    Jake warns that investing is not a vanity add-on; it requires real skill in rooms, relationships, and timing. He describes an almost instinctual ability to forecast content outcomes, including predicting views with high accuracy—an analogy for market sensing in venture.

  11. Boxing as a foresight case study: betting on the sport’s revival and monetizing attention

    Jake explains he anticipated boxing’s resurgence and positioned himself to dominate influencer boxing, then graduate into legitimate competition. He frames fights as a business equation where attention and narrative can pay regardless of win/loss, and discusses why certain matchups de-risk reputation.

  12. Is sport defensible in an AI world? Personalization, synthetic entertainment, and ‘weird’ futures

    They debate whether sports become more valuable because humans can’t be replaced by AI—or less valuable because AI enables hyper-personalized games and movies that compete for attention. Jake is bullish but uncertain, emphasizing how entertainment consumption may fragment.

  13. Drive, identity, and the private Jake: family origin story and misunderstood reputation

    Jake shares a formative memory from his parents’ divorce and his father’s financial stress as a key driver of his obsession with money and independence. Geoffrey adds that Jake is kinder and more generous than his public persona suggests, highlighting philanthropy and behind-the-scenes support.

  14. Politics, leadership, and power: Trump, democracy vs tech executives, and creator-politicians

    Jake addresses whether he’d run for office, expressing reluctance but openness if he felt uniquely needed. They endorse Trump’s leadership style as ‘founder-like’ boldness, then discuss moral responsibility in defense tech and whether unelected tech leaders should decide war policy.

  15. Relationships, mental health, and the addiction to greatness

    Jake shares relationship principles: over-contribute (aim to be the ‘60%’), compete playfully in caring, and communicate radically early. He then discusses mental health management practices (breathwork, meditation, psychedelics) and the double-edged nature of high-performance ‘addiction.’

  16. What he’d be #1 at: investing as the lifelong game + fund vision and success metrics

    In the closing stretch, Jake chooses investing over boxing or content as his desired domain of world-class mastery, citing longevity and intellectual stimulation. They define success as making LPs wealthy while backing history-shaping founders, and touch on expanding into public markets and broader products.

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