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Jennifer Fleiss, Venture Partner at Volition Capital

Jennifer Fleiss

Venture Partner @ Volition Capital

New York, United States

Jennifer Fleiss is a seed investor at Volition Capital 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:

Industries Jennifer Fleiss invests in

E-CommerceRetailArtificial IntelligenceSoftwareB2B

Stages Jennifer Fleiss invests in

SeedSeries AFunding RoundSeries BPre-Seed

Countries Jennifer Fleiss invests in

United States

Round sizes

Seed $2.8M–$11MSeries A $6.5M–$19M

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%)
See all 66 industries →

Stage

  • Seed 12 (44%)
  • Series A 9 (33%)
  • Funding Round 3 (11%)
  • Series B 2 (7%)
  • Pre-Seed 1 (4%)

Investments

CompanyDescriptionRoundLinks
Alta Alta
Alta builds the next generation of personal shopping and stylin powered by AI. $11M / Seed / Jun 16, 2025
Trieve Trieve
Trieve provides search teams with infrastructure for retrieval and RAG. $3.5M / Seed / Sep 11, 2024
Kidsy Kidsy
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 ShopMy
ShopMy is the affiliate marketing and collaboration tool used by the top content creators and brands in the world. $18.5M / Mar 14, 2024
ShopMy ShopMy
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
ShopMy ShopMy
ShopMy is the affiliate marketing and collaboration tool used by the top content creators and brands in the world. $18.5M / Series A / Mar 14, 2024
Pogo Pogo
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 Realworld
Realworld simplifies and automates the complexities of adulthood -- finance, health, insurance, and more, all in one place. $3.2M / Seed / Jun 07, 2022
Bods Bods
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 The Expert
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
See all 27 investments →

Co-Investors

Volition Capital

About Volition Capital

VC Fund · Boston, United States

Volition Capital is a growth equity firm that principally invests in high potential, founder-owned companies across different technology sectors. The firm specializes in partnering with founders to help them achieve their fullest aspirations for their business. One form of the partnership comes through investing capital for the purposes ofaccelerated growth, strategic acquisitions, and shareholder liquidity. Another form of the partnership comes simply from bringing all of its resources to bear to help its founders be successful. The company has a team that has 75 years of collective investing experience helping dozens of companies navigate to successful IPOs and acquisitions. Assets invested in the current portfolio of 26 companies are approximately $400 million. Much of their success has come from investing in capital-efficient technology companies in sectors such as software, the Internet, information services, and tech-enabled services. The firm gravitates towards high-growth companies that have demonstrated traction in the market and are looking for a partner to help them achieve clear market leadership.

Volition Capital Contacts

NameEmailPhoneSocials
Jim Ferry
Jim Ferry Principal
Roger Hurwitz
Roger Hurwitz Managing Partner and Founding Partner
Tomy Han
Tomy Han Partner
Alex Chao
Alex Chao Associate
Andy Flaster
Andy Flaster Managing Partner, COO & Co-Founder

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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.

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 Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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