Aileen has many years of experience helping start ups build products customers love, and helping companies scale, both as an investor and operator. She’s the founder of Cowboy Ventures, a $40m fund focused on backing seed-stage entrepreneurs who are re-imagining work and personal life with innovative new software, or “life 2.0”.

Prior to Cowboy, she joined the venture firm Kleiner Perkins Caufield & Byers. There she worked hands-on with consumer, enterprise, media and greentech companies including Bloom Energy, Blue Nile (NILE), Good Technology (acquired by MOT), One Kings Lane, Plum District, Rent the Runway, and more. During that time she was also founding CEO of RMG Networks (RMGN), the leading digital out-of-home media company, backed by KPCB. Aileen has held operating roles at Gap Inc., The North Face and Odwalla and started her career at Morgan Stanley.

She has degrees from MIT and Harvard Business School and is the proud mom of 3 and wife of a series A stage co-founder/CTO.

Sarah Leary is the Co-Founder and Vice President of Marketing at Nextdoor, the free and private social network for neighborhoods. Sarah started her career at Microsoft, and served as the Vice President of Product and Marketing at Epinions and Shopping.com, before the company was sold to eBay.

At Nextdoor, Leary has spearheaded innovative marketing campaigns like Nextdoor's City Partnership strategy. Under Leary, Nextdoor has grown from a single neighborhood in California to more than 38,000 neighborhoods, representing 1 in 4 U.S. neighborhoods, in all 50 states.

Leary is from Andover, Massachusetts, and graduated from Harvard University with a BA and an MBA.