Aileen has many years of experience helping startups build products customers love, and helping companies scale, both as an investor and an operator.
She 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 - we call it “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”, “Social Proof is the New Marketing” and “Why Your Next Board Member Should be a Woman”.
She has degrees from MIT, Harvard and Millburn High School. Aileen is also mom to 3 kids, chickens, fish, and a dog; and wife to the co-founder/CTO of a series-A startup, Renovo Motors.