Brazil (is not) for Beginners

Taking Calculated Risks and Building with Purpose with Tsai Chi-Yu

1 h 11 min · 2 de abr de 2026
Portada del episodio Taking Calculated Risks and Building with Purpose with Tsai Chi-Yu

Descripción

In this episode of Brazil (is not) for Beginners, Isaac Matzner sits down with Tsai Chi-yu, Founder and CEO of Stay, to discuss his entrepreneurial journey, the lessons he learned working on scaleups in the early Brazilian tech ecosystem and, and why he is dedicated to building with meaning.Taiwanese by birth and Brazilian by heart, Tsai's trajectory goes from banking in the US and France to entering the early tech ecosystem in Brazil. He shares lessons from the early days of scaling operations at Uber Brazil and recounts his experience as part of the team orchestrating 99's impressive turnaround from single digits to nearly 40% market share. Tsai shares key insights gained at each stage: from understanding market dynamics and the demands of high-stakes operations, to his focus on hiring for drive and his view on taking calculated risks.He also delves into the hard-won lessons from past ventures, notably the 2022 shutdown of Hash despite the significant capital it raised, and the importance of resilience and strategic thinking when innovating in Brazil. The conversation highlights how these experiences ultimately led him to focus on Brazil's private pension system with Stay. Driven by a mission to address the country's demographic shifts and an unsustainable system dominated by legacy providers, Tsai emphasizes how his continuous search for big problems and meaningful impact drives his approach to building and running Stay.Other key topics include:- Growing up Taiwanese in Brazil — and finding freedom in being multi-cultural- What Uber and 99 taught him about talent density, ambition, and risk-taking culture- One-way vs. two-way doors — and why most people are more conservative than they need to be- His experience at Hash and what the macro environment of 2022 exposed about cash-intensive business models- Brazil's demographic shift and the structural crisis facing the public pension system (INSS)- The opportunity Stay is pursuing around private pensions - less than 10% of Brazilians have private pensions and five big banks dominate 90% of that market- Building a direct, high-performance culture that blends Brazilian warmth with international efficiency- And lots more!

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In this episode of Brazil (is not) for Beginners, Isaac Matzner sits down with Roberto Giannetti da Fonseca, economist, trade diplomat, and one of the most seasoned voices in Brazilian international trade. With a career spanning half a century — across both government and the private sector — Roberto offers a rare firsthand account of how Brazil's economic relationship with the world has evolved, and the forces that will shape it going forward. Roberto graduated as an economist from USP just as the first oil shock hit the world economy, and found himself on what he calls a "trade battlefield" — a generation of Brazilians called upon to build a trade surplus and keep the country solvent. What followed was 50 years on the front lines: co-founding Cotia Trading with his best friend and growing it from zero into Brazil's second-largest exporter by 1985, just behind Vale. From airlifting chilled beef to Nigeria and building Guaraná bottling plants to compete with Coca-Cola, to selling Brazilian steel to a pre-industrial China, Roberto's early career reads like an adventure in global commerce. The episode moves through Brazil's most turbulent economic decades — the debt crisis of the 1980s, hyperinflation, the Collor Plan, and the Plano Real — with Roberto as both a witness and an architect of policy. He eventually joined the FHC government as head of CAMEX, Brazil's foreign trade policy body, where he created APEX, championed floating exchange rates before they were popular, and used export taxes on raw leather to force-build a domestic shoe industry. The conversation closes with Roberto's vision for Brazil's role in the 21st century: food superpower, biodiversity guardian, and emerging energy giant — and the infrastructure gaps that still stand in the way. Other key topics include: * How the 1973 oil shock turned exporting into a patriotic mission for Roberto's generation * Building Cotia Trading from zero into Brazil's second-largest exporter in under a decade * The Nigeria chapter: airlifting beef, building 79 cold stores, and launching Guaraná to beat Coca-Cola * Selling Brazilian steel to China in 1985 — when Beijing still ran on bicycles * Why hyperinflation quietly destroyed Brazilian export competitiveness from 1987 onward * The debt crisis, the moratorium of 1987, and Roberto's case to European ambassadors in Geneva * The Collor Plan, the Plano Real, and the three pillars that finally stabilized the economy * How Roberto went from loudest outside critic of FHC's exchange rate policy to head of CAMEX * Creating APEX and using an export tax on raw leather to build Brazil's shoe industry * The case for open economies — and why protectionism makes industries lazy * Brazil's three missions for the 21st century: food superpower, biodiversity guardian, energy giant * Why cultural fluency — not just market knowledge — is non-negotiable for anyone doing business in Brazil And lots more!

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episode Taking Calculated Risks and Building with Purpose with Tsai Chi-Yu artwork

Taking Calculated Risks and Building with Purpose with Tsai Chi-Yu

In this episode of Brazil (is not) for Beginners, Isaac Matzner sits down with Tsai Chi-yu, Founder and CEO of Stay, to discuss his entrepreneurial journey, the lessons he learned working on scaleups in the early Brazilian tech ecosystem and, and why he is dedicated to building with meaning.Taiwanese by birth and Brazilian by heart, Tsai's trajectory goes from banking in the US and France to entering the early tech ecosystem in Brazil. He shares lessons from the early days of scaling operations at Uber Brazil and recounts his experience as part of the team orchestrating 99's impressive turnaround from single digits to nearly 40% market share. Tsai shares key insights gained at each stage: from understanding market dynamics and the demands of high-stakes operations, to his focus on hiring for drive and his view on taking calculated risks.He also delves into the hard-won lessons from past ventures, notably the 2022 shutdown of Hash despite the significant capital it raised, and the importance of resilience and strategic thinking when innovating in Brazil. The conversation highlights how these experiences ultimately led him to focus on Brazil's private pension system with Stay. Driven by a mission to address the country's demographic shifts and an unsustainable system dominated by legacy providers, Tsai emphasizes how his continuous search for big problems and meaningful impact drives his approach to building and running Stay.Other key topics include:- Growing up Taiwanese in Brazil — and finding freedom in being multi-cultural- What Uber and 99 taught him about talent density, ambition, and risk-taking culture- One-way vs. two-way doors — and why most people are more conservative than they need to be- His experience at Hash and what the macro environment of 2022 exposed about cash-intensive business models- Brazil's demographic shift and the structural crisis facing the public pension system (INSS)- The opportunity Stay is pursuing around private pensions - less than 10% of Brazilians have private pensions and five big banks dominate 90% of that market- Building a direct, high-performance culture that blends Brazilian warmth with international efficiency- And lots more!

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