Aileen Lee
Founder/Managing Partner, Cowboy Ventures
Bio
Aileen is the founder of Cowboy Ventures. She loves partnering at the earliest stage with startup teams to build products customers love, and to help them scale to build aspirational companies. She works with both enterprise and consumer-oriented tech startups, starting at seed stage and staying involved for many years beyond.
Prior to Cowboy, she joined the venture firm Kleiner Perkins Caufield & Byers in 1999. At KPCB she worked hands-on with a range of consumer, enterprise and greentech companies including Bloom Energy (BE), Rent the Runway, Shopkick (acquired by SKPlanet), Tellme (acquired by MSFT), and Trendyol (acquired by Alibaba). During that time she was also founding CEO of KPCB-backed RMG Networks, a leading digital out-of-home media company. Aileen also held operating roles at Gap Inc. and started her career at Morgan Stanley.
She has degrees from MIT, HBS and MHS (Millburn High, in NJ). She's proudly the co-founder of All Raise, and on the boards of TimesUp and the Castilleja School. She also coined the business term "unicorn" and was named to Time's 100 most influential people. Most importantly, she's mom to 3 kids plus a dog and chickens, and wife to "WFHH", a startup co-founder/CTO.
What are some unusual jobs you’ve had in the past?
In high school, my 2 best friends and I worked various retail jobs at the Short Hills, NJ mall to make extra cash, with the dream of traveling. We also made and sold egg rolls at a street fair - our stand was called “Wok Out”, ha. We also made and sold tye-dye t-shirts in the hallways during high school, our company was called “Buy or Dye”.
What are you happiest doing when you’re not working?
Hanging out with my husband and our 3 kids, playing tennis or doing yoga, traveling when it’s safe to travel, gardening, cooking and eating, and catching up with my girlfriends.
If we went to happy hour, what would you order?
In 2019, my go to was the dark & stormy - dark rum with ginger beer. As of August 2020, that would be a “spicy sangria” - a ridiculously addictive drink made with spicy pepper infused vodka and wine.
Career
Founder/Managing Partner
Cowboy Ventures
2012 - Present
Board Member
All Raise
2018 - Present
Board Member
Castilleja School
2018 - Present
Board Member
TIME's UP
2019 - 2021
Associate, Principal, Partner, General Partner, & Senior Partner
Kleiner Perkins Caufield & Byers
1999 - 2012
Founding CEO
RMG Networks
2007 - 2009
Brand & Product Marketing
Gap
1999 - 1999
Special Assistant to CEO
Gap
1998 - 1999
Business Development
Gap
1997 - 1998
M&A Analyst
Morgan Stanley
1992 - 1994
Background
- BS, Massachusetts Institute of Technology
- MBA, Harvard Business School
Investments
Personal InvestmentsPartner Investments
Material about Aileen
ArticlesVideos
'Motivate By Greed, Not By Fear': How Investor Aileen Lee Builds Allies In A Male-Dominated Industry
Entrepreneurship Through the Lens of Venture Capital: Aileen Lee, Cowboy Ventures