Cowboy Ventures is a seed-stage venture capital firm based in Palo Alto, founded by Aileen Lee in 2012. The firm backs pre-seed and seed-stage technology founders building software companies across enterprise, consumer, fintech, healthcare, and AI.
Deal activity increased 100% year-over-year (4 deals in the last 12 months). Average disclosed round size is $24.6M (across 105 rounds with reported amounts).
Portfolio
66
Fund Size
$260M
Top Stage
Seed
Last 12 Mo
4
Team
Portfolio Breakdown
Stage Distribution
Sector Distribution
Investment Activity
DealsAvg Round Size
Portfolio
111 investments
| Company | Round | Amount | Date |
|---|---|---|---|
| Series A | $21M | May 2026 | |
| Unknown | $17M | Apr 2026 | |
| Seed | $20M | Jan 2026 | |
| Series B | $60M | Oct 2025 | |
| Seed | — | Oct 2025 | |
| Series A | — | May 2025 | |
| Seed | $4.1M | Nov 2024 | |
| Series A | $11M | Jul 2024 | |
| Series D | $60M | Apr 2024 | |
| Series D | $60M | Jan 2024 | |
| Pre-Seed | $6M | Jan 2023 | |
| Series C | $52M | Dec 2022 | |
| Series C | $200M | Dec 2022 | |
| Series D | $80M | Oct 2022 | |
| Series A | $15M | Jun 2022 | |
| Series C | $50M | Apr 2022 | |
| Series B | $50M | Apr 2022 | |
| Seed | $3.6M | Mar 2022 | |
| BByteboard | Seed | $5M | Jan 2022 |
| Series B | $50M | Jan 2022 | |
| Series D | $80M | Jan 2022 | |
| Series B | $30M | Jan 2022 | |
| Series A | $15M | Jan 2022 | |
| Series B | $30M | Nov 2021 | |
| Series B | $50M | Sep 2021 |
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Top Co-Investors
First Round Capital15 shared
Harrison Metal13 shared
Redpoint Ventures10 shared
Slow Ventures9 shared
Felicis9 shared
Kleiner Perkins8 shared
Shasta Ventures8 shared
Salesforce Ventures8 shared
Lightspeed Venture Partners8 shared
Sequoia Capital8 shared
Scale Venture Partners7 shared
GGV Capital7 shared
Y Combinator7 shared
Andreessen Horowitz7 shared
Khosla Ventures6 shared
New Enterprise Associates6 shared
Bloomberg Beta6 shared
Insight Partners6 shared
Uncork Capital6 shared
Tiger Global Management, LLC5 shared
Last updated: 27 September 2026
