Nicolas Szekasy | How to Invest in AI, with Nubank's First Investor

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The audio and video are in Spanish. These notes are a translation.

Today I spoke with Nicolás Szekasy, cofounder of Kaszek Ventures, the largest venture capital fund in Latin America with more than $3,000M under management. Before founding Kaszek, Nico was CFO of MercadoLibre for a decade, where he led its IPO in 2007. Kaszek has invested in more than 150 startups including 16 unicorns such as Nubank, Kavak, and NotCo.

1:37 - The Nubank Case: Spotting the Impossible Before It Happens

Nico was the first investor in Nubank when the idea still seemed like a utopia.

  • Why did they bet on David Vélez when he only had a PowerPoint?
  • What signals from the Brazilian market convinced them it was the right moment?
  • How do they spot ideas that sound crazy but can generate 100x returns?

7:03 - The Size of the Ambition Matters

Small ideas do not return large funds.

  • Is ambition something that should be visible from day one?
  • Can a founder develop ambition along the way?

8:42 - Are Great Companies Born from Scarcity?

MercadoLibre was born in a garage and Nubank from a tiny office.

  • How does scarcity shape a resilient culture?
  • Why can abundance be an enemy in the early stages?

12:18 - AI vs Internet: A Technological Déjà Vu

Nico compares the AI boom with the birth of the Internet.

  • What parallels does he see between 1999 and 2024?
  • What did he learn from the bursting of the bubble that applies today?
  • How do you separate the hype from the real opportunities?

17:17 - How to Identify Opportunities in the AI Era

The value is in the applications, not in the infrastructure.

  • Which sectors are they seeing more opportunities in with AI?
  • What do they look for in an “AI-first” startup?

22:00 - From 0 to 100 Million with 30 People

Small startups with high revenue are emerging.

  • How is the way of building a startup changing in the AI era?
  • What does this mean for costs, margins, and structures?

27:45 - Does It Still Make Sense to Raise Millions in Early Stage?

With AI, capital is no longer as necessary as before.

  • Why is scarcity still an advantage?
  • How can too much capital hurt a startup?

30:45 - How Kaszek Is Adapting to the AI Boom

From the portfolio to internal systems, everything changes.

  • How are they helping their startups adopt AI?
  • What changes have they made internally as a fund?

33:13 - CFO Lessons: Common Sense and Discipline

From the 2000 crash to the MercadoLibre IPO.

  • How do you keep a cool head in the middle of chaos?
  • What does it really mean to have “common sense” as an entrepreneur?

37:38 - Thinking Big: The Entrepreneur’s Role as CEO

Companies do not become iconic with small decisions.

  • Why are an ambitious vision and good capital allocation key?
  • How do you handle the tradeoffs between growth and profitability?

41:11 - Learning from Failure: The Other Startups

Not all of them are unicorns.

  • What did they learn from the startups that did not work?
  • How do you tell bad timing apart from a lack of commitment?

43:35 - The Investor’s Role in Critical Moments

When there is a fire, the board should be a firefighter, not gasoline.

  • How do you build relationships of trust with founders?
  • What does it mean to be the “first call” in a critical moment?

49:05 - The MercadoLibre IPO: Blood, Sweat, and Vision

How they prepared the company to go public on the Nasdaq.

  • What are LatAm startups missing to make that leap?
  • What did they not imagine about the size of the market?

55:06 - Startups and Sports: The Same Playing Field

Nico connects his passion for sports with the entrepreneurial world.

  • What similarities are there between athletes and founders?
  • What would he have done if MercadoLibre and Kaszek had not existed?

56:34 - Books that Make an Impact

Nico recommends Outlive by Peter Attia.

  • What did he learn about human and business longevity?

Episode Mentions

You can find Nico on LinkedIn Discover More from the Startupeable Podcast

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