[17] In its first six years, Cowboy Ventures has received three large funds, the latest reaching $95 million.

[18][19] Through Cowboy Ventures, Lee has made investments in many early-stage companies, including August,[20] Dollar Shave Club,[20] Textio,[21] Accompany[15] and Tally Technologies.

[22][23][24] She is a public advocate of increasing the number of female founders and investors in the Silicon Valley.

[25] In 2018, Lee co-founded All Raise, a nonprofit organization which seeks to increase the amount of funding that female investors receive.

[2] Lee described the organization's importance in saying “We believe that by improving the success of women in the venture-backed tech ecosystem, we can build a more accessible community that reflects the diversity of the world around us.”[26] Lee was invited to speak at the 2018 Code Conference put on by Recode and additionally at the 2018 GeekWire Summit.