Aug 16, 2021 · 37m · 20vc
20VC LATAM: LATAM's Largest Fund, Kaszek Ventures on Scaling from $100M to $1BN, Why Capital is not a Source of Moat & Why LATAM is More Than Copycat Companies with Nicolas Szekasy, Co-Founder @ Kaszek Ventures
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In this episode of 20VC, host Harry Stebbings interviews Nicolas Szekasy, Co-Founder and Managing Partner of Kaszek Ventures, exploring his transition from MercadoLibre CFO to building Latin America's leading venture capital firm. Szekasy discusses navigating economic crises, fund discipline, founder relationships, and the dramatic maturation of Latin America's technology ecosystem.
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 28.8% of the talking time here. How this is scored →
speaking balance: gold is Harry, purple is the guest (3 minute bins)
Nico directly counters Harry's question about LATAM being full of copycat companies by calling it an unfair statement and highlighting global LATAM innovators.
Hardest push from Harry ▶ 15:06 Challenging LATAM valuation inflationHarry uses his own deal experience to challenge Nico on whether LATAM is getting too competitive too early as 2 on 8 valuations turn into 8 on 40.
Biggest teaching moment ▶ 27:40 Reframing founder reference checksNico reframes Harry's assumption about reference checks, explaining that corporate supervisors often give poor references for true entrepreneurs.
Harry holds his own ▶ 25:50 Harry shares $6B pre-seed missed opportunityHarry demonstrates insider dealmaking credibility by detailing his own $6M to $6B missed investment resulting from flawed reference checking.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Harry as informed peer | Guest teaching | Guest disagreement | Harry pushing back | Why |
|---|---|---|---|---|---|---|
| Nico Szekasy's Operating Journey and MercadoLibre's Early Days | 2 | 2 | 0 | 0 | Nico describes MercadoLibre's early days navigating the dot-com crash and subsequent capital drought. Harry sets up introductory operational questions while Nico shares his background smoothly. | |
| Lessons from Macro Crises and Why Capital Is Not a Moat | 3 | 2 | 1 | 2 | Harry probes how surviving macro crises influences Kaszek's investment thesis today. Nico emphasizes that Kaszek rejects businesses using capital as a moat, preferring fundamental unit economics. | |
| The Evolution of Latin America's Tech Ecosystem | 2 | 3 | 0 | 0 | Harry prompts a retrospective on LATAM's tech landscape over the past decade. Nico provides a stark historical contrast, noting there was not even a word for entrepreneur in Spanish in the late 90s. | |
| Raising Kaszek's First Fund and Securing LP Commitment | 3 | 1 | 1 | 4 | Harry asks about the hardest part of scaling Kaszek, and when Nico digresses into explaining the Opportunity Fund, Harry politely interrupts to re-center the question. | |
| Navigating LATAM Valuation Inflation and Competition | 6 | 2 | 2 | 5 | Harry leverages his own dealmaking experience in LATAM to challenge current valuation inflation and heightened competition. Nico distinguishes between productive capital acceleration and speculative vanity-metric chasing. | |
| Debunking Copycat Tropes and Showcasing Global LATAM Leaders | 5 | 3 | 4 | 4 | Harry raises the common LP skepticism that LATAM startups are mere copycats of US models. Nico forcefully rejects the premise as unfair, citing global category leaders like NotCo and Nubank. | |
| Establishing Authentic Relationships and Trust with Founders | 3 | 1 | 0 | 1 | Harry asks how Nico maintains founder trust amidst remote work and fast fundraising timelines. Nico emphasizes local presence, exhaustive reference checks, and radical honesty. | |
| Crisis Management Mindset and Effective Board Service | 2 | 1 | 0 | 0 | Harry asks for advice on effective board membership and crisis management. Nico advocates for humility, reminding investors that they are in the passenger seat to support rather than dominate. | |
| Investor Insecurities, Reference Checks, and the D-Local Miss | 6 | 4 | 1 | 2 | Harry opens up about missing a $6B outcome by over-indexing on a negative employee reference check. Nico shares Kaszek's miss on dLocal and explains why traditional employee references can be misleading for founders. | |
| Kaszek's Strategic Vision and Fund Size Discipline | 3 | 1 | 0 | 0 | Harry asks about Kaszek's long-term fund size ambitions and conducts a rapid quickfire round. Nico details why Kaszek maintains strict fund size discipline for early-stage strategies while scaling Opportunity Funds. |