Nov 2, 2016 · 28m · 20vc
20VC: Why You Have To Be A Good Long Term Actor To Succeed in VC & How Owning An Esports Team Could Be A $Bn Outcome with Clinton Foy, General Partner @ Crosscut Ventures
gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions
On episode 197 of The 20 Minute VC, Crosscut Ventures General Partner Clinton Foy shares his transition from video game executive to venture capitalist and explores the power of authentic, relationship-driven investing. He also offers an in-depth look at the commercial explosion of esports, highlighting demographic shifts, franchise valuation potential, and emerging platform trends.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Harry holds 33.7% of the talking time here. How this is scored →
speaking balance: gold is Harry, purple is the guest (3 minute bins)
Clinton playfully interrupts Harry to reject his phrasing of 'e-gaming', asking if Harry is taking the piss out of him.
Hardest push from Harry ▶ 15:26 Challenging Venture Returns for Esports TeamsHarry explicitly questions the core investment thesis of Immortals, asking whether owning a team can genuinely produce a billion-dollar outcome.
Biggest teaching moment ▶ 15:53 Esports vs NBA Valuation MasterclassClinton re-educates Harry on sports monetization by comparing esports to 1980s NBA franchise acquisitions and highlighting massive digital audience reach.
Harry holds his own ▶ 11:46 Brad Feld Email Response KnowledgeHarry demonstrates personal knowledge of VC networks by correctly guessing Brad Feld as Clinton's mentor and citing his legendary 15-minute response time.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Harry as informed peer | Guest teaching | Guest disagreement | Harry pushing back | Why |
|---|---|---|---|---|---|---|
| Welcome and Greetings with Clinton Foy | 1 | 2 | 1 | 0 | Harry introduces Clinton warmly and asks about his transition from COO at Square Enix to VC. Clinton shares a candid story about being blocked by VCs from an early Oculus angel round. | |
| Operational Lessons and Adjustments in Moving to VC | 2 | 2 | 0 | 1 | Clinton answers LP questions regarding operational empathy and VC adjustments, describing the high volume of deal flow Crosscut reviews. Harry interjects briefly to probe what makes the shift harder. | |
| Building Authentic Networks and the Future of VC | 3 | 3 | 2 | 2 | Harry asks if VC is a market of bullish predators and explores market inefficiencies. Clinton reframes the dynamic, arguing that long-term success in VC requires being a good actor and building authentic relationships. | |
| Examples of Mentors and Authentic Relationship Builders | 3 | 1 | 0 | 0 | Clinton mentions Fred Wilson and Brad Feld as mentors in relationship building. Harry shows insider familiarity by predicting Brad Feld and highlighting Feld's rapid 15-minute email response times. | |
| Founding and Investing in the Esports Team 'Immortals' | 2 | 2 | 0 | 1 | Clinton details founding the esports team Immortals while at Crosscut and balancing VC duties with launching the organization. | |
| The Potential for $1 Billion+ Outcomes in Esports | 4 | 6 | 2 | 4 | Harry directly challenges whether investing in an esports team can offer a venture-scale billion-dollar return. Clinton schools him with a detailed historical comparison to 1980s NBA team valuations and modern digital streaming distribution. | |
| Esports vs. Traditional Sports and Demographic Shifts | 3 | 5 | 3 | 2 | Clinton makes the bold claim that traditional sports like baseball face demographic time bombs, whereas youth viewing habits heavily favor streaming platforms and esports. | |
| Quickfire Round: Blogs, Industry Challenges, SpaceX, Books & Investments | 2 | 4 | 4 | 1 | In the quickfire round, Clinton jokingly calls out Harry for saying 'e-gaming' instead of 'e-sports'. He goes on to share thoughts on publisher power dynamics, SpaceX, and recent fund investments. |