Aileen Lee

Cowboy Ventures

Aileen is the founder of Cowboy Ventures, a seed-stage focused fund. Cowboy

Ventures seeks to back exceptional founders who are building technology products that

“re-imagine” work and personal life in large and growing markets – what we call “Life

2.0”.  Cowboy-backed companies include August,Area 1 Security, DocSend, Dollar

Shave Club, Lending Home, Product Hunt, Rise, Styleseat and True & Co.

Prior to Cowboy, Aileen joined Kleiner Perkins Caufield Byers in 1999 where she was a

Senior Partner and is now a Strategic Advisor. At KPCB she worked hands-on with a

range of consumer, enterprise, media and greentech companies including Bloom

Energy, Blue Nile, Good Technology, One Kings Lane, Rent the Runway, Tellme, and

Zazzle. During that time she was also founding CEO of RMG Networks, the leading

digital out-of-home media network. She previously worked in various operating roles at

Gap Inc. and as an analyst at Morgan Stanley.


Aileen enjoys thinking about and writing about tech insights, including  “Welcome to the

Unicorn Club”, “Why Women Rule the Internet” and “Social Proof is the New Marketing”.

She has degrees from MIT and Harvard, and is mom to 3 kids and a startup wife.