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Varun Gupta

Investor

Partner at Caffeinated Capital · Investor, Board Member at Federato

San Francisco, California

Writes $300K – $500K checks · typically $400K

Find your path to Varun

149 people in our graph share verified history with Varun — schools, employers, funds. One of them is your warm intro.

Mike AnnunziataunlockedVarun: together at Caffeinated Capital (2022–2023)
×4Varun: together at Caffeinated Capital
×2Varun: together at Amca
×5Varun: together at Federato

About

Varun Gupta is a seed-stage, operator-turned-investor with hands-on ML experience from building profitable credit underwriting at Affirm, who supports technically ambitious founders in defense, risk, AI, fintech, and enterprise/mission-critical systems.

Invests in

AI & Machine LearningDeep TechDefense TechEnterprise SoftwareHardwareHealthtechSaaS

Board director at Federato

Intro paths

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In turn, Varun can intro founders to Federato's investors below.

Federato's investors · 5

Caffeinated CapitalSan Francisco · $3M – $50M checksClocktower VenturesSanta Monica · $100K – $20M checksEmergence Capital PartnersSan Francisco · $500K – $10M checksPear VCSan Francisco · $150K – $4M checksSterling RoadSan Francisco · $50K – $150K checks

Co-founders at Federato

WRWilliam Ross
William RossFounder
WSWilliam Steenbergen
William SteenbergenFounder

Experience

  1. Caffeinated CapitalGeneral Partnercurrent2020 — present
  2. AmcaChairman of the Boardcurrent2024 — present
  3. Saronic TechnologiesInvestorcurrent2023 — present
  4. TwentyInvestorcurrent2025 — present
  5. Luzern RiskInvestor, Board Membercurrent2023 — present
  6. FederatoInvestor, Board Membercurrent2020 — present
  7. AstralInvestor2022 — 2026
  8. Affirm, Inc.Data Science / Machine Learning2017 — 2019
  9. TechSoftware Engineering at Startups2013 — 2016
  10. VariousWriting / Teaching2010 — 2013

Investments

Investor

AntaresBlumen SystemsBRMCedarFederatoFrenterGanymedeKnown MedicineLuzern RiskMatiaNeion BioOmen AIReSync BioSpindle AI

Per curated public sources.

Colleagues at Caffeinated Capital

Avichal Garg
General Partner at Caffeinated Capital
Matthew Volosin
Partner & COO at Caffeinated Capital
Nick Marwell
Caffeinated Scout Fund Manager; Head of Computer Use at Anthropic at Caffeinated Capital
Raymond Tonsing
Partner at Caffeinated Capital
Tonsing Raymond
General Partner at Caffeinated Capital

Network3

Drew Volpe
Founding Partner at First Star Ventures
Edward Lando
Partner at Pareto Holdings
Gideon Hayden
Co-Founder and Managing Partner at Leaders Fund

Investors connected to Varun in public investor directories — a warm-intro map.

Frequently asked questions

Who is Varun Gupta?
Varun Gupta is a seed-stage, operator-turned-investor with hands-on ML experience from building profitable credit underwriting at Affirm, who supports technically ambitious founders in defense, risk, AI, fintech, and enterprise/mission-critical systems.
Where does Varun Gupta work?
Varun Gupta is Partner at Caffeinated Capital and Board director at Federato.
What does Varun Gupta invest in?
Varun Gupta invests in AI & Machine Learning, Deep Tech, Defense Tech, Enterprise Software, Hardware, Healthtech, SaaS.
What check size does Varun Gupta write?
Varun Gupta typically writes checks of $300K – $500K.
What companies has Varun Gupta invested in?
Investments tracked here include Antares, Blumen Systems, BRM, Cedar, Federato, Frenter, Ganymede, Known Medicine, Luzern Risk, Matia, Neion Bio, Omen AI, and 2 more.
Where did Varun Gupta go to school?
Varun Gupta studied at Stanford University (Bachelor’s Degree, Mathematical and Computational Science); Stanford University School of Engineering (Master’s Degree, Computer Science (Artificial Intelligence)); Bellarmine College Preparatory.

Same school

Shared employers