Cowboy Ventures
Palo Alto and New York seed fund founded in 2012 by Aileen Lee, who coined the term 'unicorn.' Purpose-built for pre-seed and seed—Cowboy says roughly 70% of its investments are pre-product—and known for hands-on support through seed-to-Series A.
Typical check size
$250K-$3M (stage-based estimate)
Founded
2012
Headquarters
New York, NY & Palo Alto, CA
AUM
N/A
Rounds they lead
Rounds they invest
Portfolio companies we track
Startups in our directory that list Cowboy Ventures as an investor (7 total).
- Basata Specialty-specific AI agents automating healthcare admin — referrals, intake, scheduling, and follow-up.
- Branch Mobile deep-linking and attribution infrastructure (Branch.io).
- ChartHop People analytics platform with dynamic org charts, headcount planning, and HR data visualization.
- Eisen AI-enabled compliance ops infrastructure for escheatment, disbursement, and 1099 reporting.
- Petual Agentic AI platform automating internal audit and SOX compliance testing.
- Product Hunt Daily community leaderboard where makers launch and discover new tech products.
- Tally Automated credit-card debt payoff app (shut down August 2024).
Related investment articles
May 19, 2026
Cowboy Ventures Joins Eisen $18.5M Raise for Compliance AI
May 11, 2026
Cowboy Ventures Backs Basata $21M Series A for Healthcare Ops
Jul 24, 2026
a16z Portfolio Companies on Fire in 2026: AI, American Dynamism & More
May 20, 2026
Eisen's $18.5M: NYC Regtech Bets That Compliance Ops Should Run Like Software
FAQs about Cowboy Ventures
Stage fit, check size, thesis, and how founders typically approach this firm — based on public sources and our directory.