Jennifer Fleiss
Angel Investor
New York, United States
Jennifer Fleiss is a seed investor in New York focused on E-Commerce and Retail. Jennifer Fleiss is the President and co-founder of Rent the Runway, the premier online destination for designer dress and accessory rentals. Jenny and her co-founder, Jennifer Hyman, have built the company to include a revolving roster of over 150 designer brands, 25,000 dresses, 120 employees, and over 2 million members. The company hasraised approximately $31 million in venture capital funding from Bain Capital Ventures, Highland Capital, and Kleiner Perkins.In 2007, Jenny began at Harvard Business School where she met Jennifer Hyman. As sectionmates, the two women would meet frequently to discuss entrepreneurial ideas, one of which was Rent the Runway. Designed to solve the common “closet full of clothes but nothing to wear” problem, Jenn and Jenny launched Rent the Runway in November 2009. Prior to Harvard Business School, Jenny worked at Morgan Stanley in the Strategic Planning Group crafting long-term company strategy. She then moved on to Lehman Brothers’ Asset Management Group where she was responsible for analyzing business growth opportunities through acquisitions, international expansion, and new product strategies. Jenny received her Bachelor of Arts from Yale University in 2005 graduating Cum Laude, and her Master’s of Business Administration from Harvard Business School in 2009.
- Total investments:
- 27
- Last investment:
- Lead investor:
- 0%
Last updated:
For AI agents: llms.txt
Industries Jennifer Fleiss invests in
Stages Jennifer Fleiss invests in
Countries Jennifer Fleiss invests in
Round sizes
Contacts
| Type | Contact | Validation |
|---|---|---|
| Work email | ||
| Personal email | ||
| Work phone | ||
| Personal phone | ||
| Socials |
Round size
- Seed
- $2.8M–$11M
- Series A
- $6.5M–$19M
Investment Focus
Industry
- E-Commerce 6 (22%)
- Retail 5 (19%)
- Artificial Intelligence 5 (19%)
- Software 3 (11%)
- B2B 2 (7%)
Stage
- Seed 12 (44%)
- Series A 9 (33%)
- Funding Round 3 (11%)
- Series B 2 (7%)
- Pre-Seed 1 (4%)
Investments
| Company | Description | Round | Links |
|---|---|---|---|
| Alta builds the next generation of personal shopping and stylin powered by AI. | $11M / Seed / Jun 16, 2025 | ||
| Trieve provides search teams with infrastructure for retrieval and RAG. | $3.5M / Seed / Sep 11, 2024 | ||
| Kidsy is an e-commerce platform that offers new and open-box discounted baby and kid clothing and other products. | $1M / Pre-Seed / Mar 28, 2024 | ||
| ShopMy is the affiliate marketing and collaboration tool used by the top content creators and brands in the world. | $18.5M / Series B / Mar 14, 2024 | ||
| Pogo enables people to earn money and save on shopping, finances, and more by unlocking the power of their data. Pogo allows users to take control of their data and how they monetize it, as well as to be compensated when their data is used for market research and personalized advertising. It pushes recommendations based on the data users choose tolink with the app, which users can act on in a few clicks. | $12.3M / Seed / Jul 26, 2022 | ||
| Realworld simplifies and automates the complexities of adulthood -- finance, health, insurance, and more, all in one place. | $3.2M / Seed / Jun 07, 2022 | ||
| Bods is a fashion technology company that offers a virtual fit solution that allows online shoppers to see how clothes will look and fit in real life by using an AI-generated digital rendering of their actual bodies. Through Bods, users can create their own avatars from two uploaded photographs using computer vision and machine learning, and thenvirtually fit and try on garments. Bods transforms online shopping into a personalized, immersive, and fun experience. | $5.6M / Seed / Mar 29, 2022 | ||
| The Expert is a platform that connects customers with designers for an hour-long one-on-one Zoom consultation. The company was founded in 2021 by Jake Arnold and Leo Seigal and is headquartered in Los Angeles, California, United States. | $12M / Series A / Mar 18, 2022 | ||
| Sundays for Dogs engages in the online retail of dog foods. Its products are made by an air-drying method that gently dehydrates food low and slow to preserve nutrients and flavor while killing germs. The company was co-founded by Tory Waxman and Michael Waxman and is based in New York. | $10M / Series A / Mar 16, 2022 | ||
| Splendid Spoon is a food company that delivers ready-to-eat and plant-based meals. The company's plant-based, gluten-free smoothies, shots, soups, grain bowls, and noodles are fully prepared and taste like the comfort of a home-cooked meal, allowing one to achieve balance without even thinking about it. In addition to multi-day meal plans andan On Demand shop, which allows customers to try the meals without a subscription. Its mission is to make it easier for everyone to eat well by delivering delicious, plant-based, ready-to-eat meals to the door. | $12M / Series B / Feb 09, 2022 | ||
| See all 27 investments → | |||
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FAQ
What does Jennifer Fleiss invest in?
Jennifer Fleiss invests primarily in E-Commerce, Retail and Artificial Intelligence startups, most often at Seed and Series A stage. Most of the 27 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.
What is Jennifer Fleiss's check size?
Jennifer Fleiss typically joins rounds of $2.8M–$11M at Seed and $6.5M–$19M at Series A. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Jennifer Fleiss participates in.
How do I contact Jennifer Fleiss?
Public channels for Jennifer Fleiss include LinkedIn, X (Twitter) and the website linked on this profile. For a verified work email and phone number, create a free Shizune account — contact data is searched across 20+ sources and validated before delivery, so your outreach lands in the right inbox.
When did Jennifer Fleiss last invest?
The most recent investment recorded for Jennifer Fleiss closed in Jun 2025. Shizune tracks 27 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.
Is Shizune's investor data accurate?
Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Sep 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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