Jennifer Fleiss is a Partner at Initialized Capital, where she focuses on seed-stage investing. See portfolio, sector focus and contact routes.
Jennifer Fleiss is a Partner at Initialized Capital, where she focuses on seed-stage investing, and previously served as a Venture Partner at Volition Capital. Her investment thesis centers on early-stage companies in e-commerce enablement, consumer technology, logistics, health technology, and artificial intelligence, with a geographic focus on the United States. She typically makes pre-seed to seed investments with an average check size of $25,000 to $75,000, often acting as an angel investor rather than a lead VC. Notable portfolio companies include Kidsy, which she backed in a pre-seed round in March 2024, as well as Stellar Sleep, Medivis, Cofertility, and Splendid Spoon. Fleiss is distinguished by her deep operational experience as the co-founder and former CEO of Rent the Runway and Jetblack, and she frequently supports founders, particularly women, building consumer platforms. She has publicly emphasized customer obsession and resilience in entrepreneurship, drawing from her own journey overcoming investor doubt to scale Rent the Runway.
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