Head of Sales, Brazil

Jeeves is a groundbreaking financial operating system built for global businesses that provides corporate cards, cross-border payments, and spend management software within one unified platform. The company operates across 20+ countries including Brazil, Canada, Colombia, Mexico, the United Kingdom, across Europe, and the United States, and serves over 5,000 clients ranging from venture-backed startups to SMBs around the world. With a mission to empower businesses with more efficient and cost-effective financial solutions worldwide, Jeeves combines cutting-edge financial technology with exceptional team expertise to transform the business financial landscape. Jeeves has been recognized as one of The Information's 50 Most Promising Startups in 2023, as well as a Y Combinator Top Company 2021-2023 and won “Fintech of the Year" at the European Fintech Awards. Since graduating from Y Combinator in 2020, Jeeves has successfully raised over $380 million and is backed by top world-class investors including Andreessen Horowitz, Y Combinator, CRV, Tencent, Stanford University, Clocktower Ventures, and founders of more than 15 unicorns including David Velez (Nubank), Carlos Garcia (Kavak) and Sebastián Mejía (Rappi). About the role Jeeves is building the financial operating system for companies across Latin America — and Brazil is our fastest-growing, and most strategic market. We're looking for a Head of Sales to own how we win it. This is not a seat-warmer role. You'll inherit a team that's already producing, a product that's already winning, and a market where we have more demand than we can currently cover. Your job is to turn that momentum into a dominant commercial machine — one that is unapologetically metrics-driven, methodology-rigorous, and AI-native. You'll report directly to the Country Manager, Brazil, and partner with global leaders across Marketing, RevOps, Customer Success, and Product to shape how Jeeves goes to market in the region. Why this role, why now Brazil is Jeeves' clearest path to category leadership in LatAm. The AE team is performing, but we're under-covering the opportunity in front of us — you'll get to scale it from a position of strength, not from scratch. We have a strong point of view on how a modern sales org should run: rigorous methodology, clean pipeline data, disciplined forecasting, and AI as a true force multiplier. Your job is to execute that point of view in Brazil and set the bar for the rest of the region. What success looks like in year one You've scaled the AE team meaningfully while improving — not sacrificing — productivity per rep. MEDDPICC (alongside the best of SPIN and Challenger) is embedded end-to-end: every deal, every forecast call, every QBR. Qualification is non-negotiable. Forecast accuracy is consistently within 10% of plan, and pipeline coverage sits at 3–4x of quota. The team is demonstrably AI-augmented: reps are faster at prospecting, sharper on calls, and better at multithreading complex deals. You've personally closed 3–5 strategic logos and built executive relationships Jeeves will leverage for years. Location: This role is based out of São Paulo, Brazil, and is a full-time position where it is required to come into our office at complexo JK Iguatemi (3 days/week). #LI-Hybrid