Matthew Volosin
Partner
Caffeinated Capital
Partner at Caffeinated overseeing the firm’s non-investment functions.
Bio
Professional summary
Varun Gupta is a partner at Caffeinated Capital. The official team page says he joined the firm in 2020 and is a generalist investor who sourced companies such as Saronic and Twenty. Before investing, he worked as a data scientist and machine learning engineer at Affirm before its IPO, where he led development of credit underwriting systems. His prior experience also includes Expanse, which was acquired by Palo Alto Networks, and Wealthfront. The source states he studied applied math, computer science, and AI at Stanford University, serves on the boards of Federato, Amca, and Luzern, and lives in New York.
Investment focus
Stage, sector, and overall fit
Stage
early-stageseedSeries A
Sector
generalistmachine learningfintechdefenseenterprise
Thesis
generalist investingmachine learning and data-informed businesseslong-term early-stage founder partnerships
Notable companies
Selected portfolio companies the partner has backed
SaronicTwentyAffirmExpanseWealthfrontFederatoAmcaLuzern
How to approach
Framing and angles for outreach
Pitch framing
Relevant for founders with technical, ML, fintech, defense, or enterprise angles who can benefit from a former operator and ML engineer's perspective.
Personalization hooks
- 1Mention his background building credit underwriting systems at Affirm if pitching fintech, risk, or ML infrastructure.
- 2Reference Saronic or Twenty only if the pitch has a credible defense, operations, or enterprise software angle.
Recent signals
What the partner has said or done recently
Caffeinated's 2026 press page includes recent Saronic and Amca activity, both relevant to companies listed on Gupta's official profile.
Background
Career, education, and skills
Career history
- Caffeinated CapitalGeneral Partner2020 – Present
- AmcaChairmanPresent
- AffirmData Scientist / ML Engineer2020
- Expanse (acq. by Palo Alto Networks)Engineer
- WealthfrontAnalyst
Education
- Stanford UniversityApplied Math, Computer Science, AI
Skills
Data scienceMachine learningFintech investingDefense techAI investing
Other partners at Caffeinated Capital
2 more profiles
