Cowboy Ventures
About Cowboy Ventures
Cowboy Ventures, founded by Aileen Lee, invests at seed in software and AI companies.
Recent AI rounds on the Lounge deals desk include a $20M seed round for Petual in April 2026 and a $20M seed round for Standard Kernel in March 2026. The partners who led these rounds are not named in the information available for this profile.
Lounge lists the firm's focus stages as pre-seed, seed, Series A, Series B and Series C+. No check sizes are given in the information available for this profile, so none are listed here.
- Petual: seed round of $20M, April 2026 (Lounge deals desk)
- Standard Kernel: seed round of $20M, March 2026 (Lounge deals desk)
Investing activity
Cowboy Ventures appears in 2 AI deals tracked by the AI 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 AI Lounge are mostly in AI.
Deals
Frequently asked questions about Cowboy Ventures
What stages does Cowboy Ventures invest in?
Lounge lists pre-seed, seed, Series A, Series B and Series C+ as focus stages. The recent AI rounds on the Lounge deals desk are seed rounds.
Where is Cowboy Ventures based?
Cowboy Ventures is based in Palo Alto, California, United States.
Which AI rounds has Cowboy Ventures recently appeared in?
The Lounge deals desk lists a $20M seed round for Petual in April 2026 and a $20M seed round for Standard Kernel in March 2026.
How much does Cowboy Ventures invest per company?
Check sizes are not given in the information available for this profile. Founders should confirm terms directly with the firm through its website at cowboy.vc.
Where can I find more about the Cowboy Ventures portfolio?
This profile lists only the two AI rounds on the Lounge deals desk. The firm's website at cowboy.vc is the place to look for its own information on the portfolio.
What AI companies has Cowboy Ventures invested in?
Cowboy Ventures's AI investments include Petual and Standard Kernel. The 2 rounds on AI Lounge are listed on this page with amounts, dates and co-investors.
What stage does Cowboy Ventures invest at?
In the rounds tracked on AI 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 AI 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 AI 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.