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Inquire below to book Jenny Fleiss

CEO & Co-Founder, Jetblack / Co-Founder, Rent the Runway

Jenny Fleiss: Biography at a Glance

  • Leading Jetblack, the first start-up in Walmart's tech incubator, which is reshaping the way consumers shop through one-to-one, highly personalized experiences
  • Co-Founder and Board Member of Rent the Runway, a business that has transformed the retail industry by making designer dress and accessory rentals a convenient and accessible luxury experience for millions of women
  • Co-Founder of The RTR Foundation, a guest lecturer at Yale, Princeton, Columbia and Harvard Business School, an advisor to several female founded start-ups and a member of the Young Entrepreneurs Council
  • Named one of 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"


CEO & Co-Founder, Jetblack / Co-Founder, Rent the Runway

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. As CEO and Co-Founder of Jetblack, she is disrupting traditional ecommerce with a personal shopping service over text message and voice.  In Jenny’s role she is also helping shape innovation more broadly within Walmart.  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. 

During her time at Rent the Runway, Jenny wore many different hats, serving as President, Head of Logistics, Head of Business Development and Head of Special Projects.  Jenny remains a Rent the Runway board member and adviser. Prior to Rent the Runway, Jenny held roles in strategic planning at Morgan Stanley and Lehman Brothers.

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 is co-founder of the RTR Foundation, a proud advisor to and investor in several start-ups and is a guest lecturer  at Yale, Princeton, NYU, Columbia and Harvard Business School. She currently resides in New York City with her husband and three children.


“Jenny was wonderful on stage and we appreciate her coming to the estate dinner. We’ve been so thrilled by the event and everything has gone smoothly!”


“Jenny knocked her presentation out of the park! It resonated extremely well with our employee audience and she was an absolute delight to work with!”


“The event was awesome!! We love Jenny. She was great!”


“The event went so incredibly well! Jenny really just knocked her talk out of the park. I didn’t meet a single person there that didn’t mention how incredible she was. Thanks again for all your help with this!”


“Jenny was absolutely great! She is a total pro and genuinely sweet, all around. Everyone was very impressed.”

WhoSay Inc.

“Jennifer was so nice and easy to work with. Her presentation was spot on with our audience. It wasexactly what our members wanted to hear and she nailed it.”

International Council of Shopping Centers, Inc.

“She’s amazing. She hits so many hot buttons I can’t even begin to count them - plus she’s super personable.”

Rave Speakers

“Jenny was AMAZING!! She definitely set the bar for our event next year.”

TEMPO Milwaukee

“She was amazing! Everyone was singing her praises. ”

Madison Square Garden

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