20VC: Why Small Funds Outperform Large Funds & AUM is a Vanity Metric | Why 99% of Investments in AI Startups Will Go To Zero | Being a "Traction First" VC & Investing Lessons from Investing in Canva and Missing Figma with Nikhil Basu-Trivedi

20VC: Why Small Funds Outperform Large Funds & AUM is a Vanity Metric | Why 99% of Investments in AI Startups Will Go To Zero | Being a "Traction First" VC & Investing Lessons from Investing in Canva and Missing Figma with Nikhil Basu-Trivedi

Nikhil Basu Trivedi is Co-Founder & General Partner at Footwork, an early-stage focused venture firm investing its first fund. In his venture career, he has invested in the early rounds of several companies that have exited or are currently valued at over $1B, including Athelas, Canva, ClassDojo, Color Health, Frame.io, Imperfect Foods, Lattice, and The Farmer's Dog. Prior to Footwork, Nikhil was a Managing Director at Shasta Ventures, on the investment team at Insight Partners, and on the founding team at Artsy.

In Today's Episode with Nikhil Basu Trivedi We Discuss:

1. From Summer Intern to Founding a Firm: The 13 Year Journey:

  • How did Nikhil first make his way into venture as an intern at Insight Partners in NYC?
  • What does Nikhil know now that he wishes he had known on his first day in venture?
  • Why does Nikhil advise all young VCs to "not look at their business card"? Why does title not matter in venture?
  • Should founders meet with Juniors as well as GPs and more senior people?

2. Small Funds Outperform Large Funds:

  • Why does Nikhil believe that small funds outperform large funds?
  • Why is AUM the biggest bullshit metric in VC?
  • How does Nikhil advise seed stage founders who have offers from seed firms for smaller rounds at lower valuations and are weighing them against larger rounds with higher valuations from multi-stage funds?
  • Does Nikhil believe that platform value-added services really provide any value?

3. The Art of Investing:

  • What has been Nikhil's biggest investing win? How has it changed his approach to investing?
  • How does Nikhil prioritize between people, traction, and market? What is most important?
  • What has been Nikhil's biggest investing miss? How has that changed his approach?
  • Does Nikhil believe the great founders are immediately obvious?
  • Why is market size the single question that keeps Nikhil up the most?

4. The Dysfunctions of Venture Capital:

  • What are the single biggest areas of misalignment between GP and LP?
  • What do many GPs see and know well that LPs should know and see more of?
  • What are the biggest ways that decision-making breaks down in a venture fund?
  • Why does Nikhil believe that so much of the investment in AI is going to go up in flames?

Episoder(1436)

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AGENDA: 04:30 Groq Acquired by NVIDIA for $20BN: The Breakdown 17:13 Meta's $2BN Acquisition of Manus: Did They Sell Too Early 36:04 OpenAI's Stock-Based Compensation Strategy 47:42 Will AI Replace Ve...

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20VC: Enterprises Will Not Adopt AI without Forward-Deployed Engineers | Who Wins the Data Labelling Race: How Does it Shake Out? | How Synthetic Data Threatens the Future of Human-Generated Data with Matt Fitzpatrick, CEO of Invisible Technologies

Matt Fitzpatrick is the CEO of Invisible Technologies, leading the company's mission to make AI work. Since joining as CEO in January 2025, he has raised $100M and accelerated AI adoption across indus...

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20VC's Big Fat Quiz of the Year: Founder, Fund and Breakout Company of 2025 | Predictions for 2026: The Company to Buy, The Biggest Short | Why Salesforce Could Win 2026 and The Tailwinds NVIDIA Will Face

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