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Jennifer Fleiss YC ’05

Jennifer Fleiss YC ’05

Partner, Initialized Capital; Co-Founder, Rent the Runway & Jetblack; Board Member / Adviser
Jennifer Fleiss

Jenny is a Partner at Initialized Capital focused on seed stage investing with a concentration on e-commerce enablement, consumer and artificial intelligence.  Jenny is an entrepreneur and intrapreneur, founding two scaled digitally native businesses from scratch: Rent the Runway and Jetblack. Jetblack is the first portfolio company within Walmart’s technology incubator, disrupting traditional e-commerce with a personal shopping service over text message and voice.  Previously, Jenny Co-Founded Rent the Runway, a business that has transformed the retail industry by making designer clothing rentals a convenient and accessible luxury experience for millions of women. Jenny is on the board of Rent the Runway (RENT), The Lanvin Group (LANV), Shutterfly, and Yale Ventures and is an adviser to and investor in various businesses, many with female founders. 

Jenny has been honored with numerous recognitions including *Inc. Magazine’s* “30 Under 30”; *Fortune Magazine’s* “40 Under 40” and “Most Powerful Women Entrepreneurs”; *and Fast Company’s* “Most Influential Women in Technology.” 

She earned her MBA from Harvard Business School and graduated Cum Laude from Yale University. She lives in New York City with her husband and three children.