Caffeinated Capital

Caffeinated Capital is a San Francisco-based venture capital firm founded by Raymond Tonsing that partners with founders from inception and supports them throughout the company's lifecycle. The firm focuses on seed and early-stage investments and pursues opportunistic growth opportunities in technology-enabled sectors. It backs companies across a broad range of industries, including consumer, enterprise software, financial services, digital health, crypto and blockchain, big data and bioinformatics, Internet, mobile and software as a service, marketplaces, climate technology and defense. The approach emphasizes close collaboration with founders to accelerate product development, market entry and scale.

Varun Gupta

Partner

Charlie Marsh

Investor (CC Collective)

Raymond Tonsing

Managing Partner

Matthew Volosin

Venture Partner

Past deals in Ticketing

8Flow

Series A in 2025
8Flow develops an enterprise-grade self-learning platform that automates customer support workflows. Its platform analyzes agent actions, identifies repetitive tasks, and generates automation across various systems like ticketing platforms, business apps, spreadsheets, databases, and CRMs.

8Flow

Seed Round in 2023
8Flow develops an enterprise-grade self-learning platform that automates customer support workflows. Its platform analyzes agent actions, identifies repetitive tasks, and generates automation across various systems like ticketing platforms, business apps, spreadsheets, databases, and CRMs.

Smash.gg

Series A in 2017
The Company provides software to improve the Smash experience for streamers, players, tournament attendees, and spectators (collectively, “General Users”) and for registered users who are tournament organizers (“Tournament Organizers”). The Company provides a platform for enabling connections between General Users and Tournament Organizers and for the collection of payments with respect to the sale of tickets, registrations, merchandise, and services for, and the solicitation of donations with respect to, events registered on the Site from General Users.

Smash.gg

Seed Round in 2016
The Company provides software to improve the Smash experience for streamers, players, tournament attendees, and spectators (collectively, “General Users”) and for registered users who are tournament organizers (“Tournament Organizers”). The Company provides a platform for enabling connections between General Users and Tournament Organizers and for the collection of payments with respect to the sale of tickets, registrations, merchandise, and services for, and the solicitation of donations with respect to, events registered on the Site from General Users.
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