Cowboy Ventures
Cowboy Ventures, founded by Aileen Lee, invests at seed in software and AI companies.
Investing activity
Cowboy Ventures appears in 2 AI deals tracked by the Lounge deals desk, rounds totalling $40M. The rounds are mostly Seed, with a median round size of $20M. The most recent are Petual (Seed, $20M, Apr 2026) and Standard Kernel (Seed, $20M, Mar 2026).
Cowboy Ventures most often invests alongside First Round Capital, Andreessen Horowitz, Quiet Capital and Elad Gil, and the companies it backs on Lounge are mostly in AI.
Deals
Frequently asked questions about Cowboy Ventures
What AI companies has Cowboy Ventures invested in?
Cowboy Ventures's AI investments include Petual and Standard Kernel. The 2 rounds on Lounge are listed on this page with amounts, dates and co-investors.
Where is Cowboy Ventures based?
Cowboy Ventures is based in Palo Alto, California, United States.
What stage does Cowboy Ventures invest at?
In the rounds tracked on Lounge, Cowboy Ventures has invested at Seed, with a median round of $20M.
Who does Cowboy Ventures co-invest with?
Cowboy Ventures's most frequent co-investors on Lounge are First Round Capital (1 deal), Andreessen Horowitz (1 deal), Quiet Capital (1 deal), Elad Gil (1 deal) and Jump Trading (1 deal).
How can founders reach Cowboy Ventures?
Founders on Lounge can see Cowboy Ventures's contact details in AI Investor Contacts (paid plans), check for a warm introduction through members who worked with the firm under Warm Paths, and add Cowboy Ventures to their Investor Pipeline to track the conversation.