Jenny Fleiss

Jennifer Fleiss is the Co-Founder and current Board Member of Rent the Runway, the premier online destination for designer dress and accessory rentals. She was also the Co-Founder and CEO of Jetblack, the first portfolio company within the incubation arm of Walmart.
New York, NY
Average Check Size
$25K - $75K
Questions & Answers

Origin Story: In a couple sentences, how would you describe your path to becoming an investor?

Was grateful for the incredible investors we had at Rent the Runway who were so critical to our success and wanted to play that role for other founders.

Investment Approach: What are the key factors you consider when evaluating a founding team?

Vision plus hustle, showing some tangible progress to date (that they will dig in to get going no matter what even if Just an mvp test)

What's your style and approach when it comes to working with founders post-investment? What are the characteristics of founders you've worked well with?

I’ll send Relevent info their way, and am available as needed / helpful

If I'm coming to pitch to you or your firm, what's the one piece of advice you'd give me?

Show don’t tell

As an angel investor, how many deals do you aim to do each year?


How would you describe your own personal mission and values, and how do they impact the way you invest?

Scrappiness is a virtue, be humble, be flexible, be a do-er/ find a path towards yes, look for optimism / positivity - and all of these in founders

What do you like best about investing in NYC, and what’s your outlook on the future of NYC tech?

Love seeing and being a part of the rich nyc community coming alive and feeling that it’s genuinely helpful vs competitive and also diverse!

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