Jennifer “Jenny" Fleiss
InvestorPartner at Initialized Capital
New York, NY
Writes $10M – $50M checks · typically $30M
Experience
- Operating Partner, Investor, Adviser, IncubationConsultant / Advisorcurrent2023 — presentNew York City Metropolitan Area
- Rent The RunwayCo-Founder & Board Membercurrent2008 — presentGreater New York City Area
- Rent The RunwayCo-Founder, President, Head of Logistics, Head of Business Development2008 — 2017
- Lanvin GroupBoard Member Lanvin Group (LANV)current2022 — presentShanghai, China
- Shutterfly, Inc.Board Membercurrent2019 — present
- Initialized CapitalPartner2023 — 2024New York City Metropolitan Area
- Volition CapitalVenture Partner2021 — 2023
- Party CityBoard Member2020 — 2023Westchester County, New York, United States
- Prelude Growth PartnersAdviser2018 — 2023Greater New York City Area
- Apollo Global Management Inc. SPACBoard Member2020 — 2022New York City Metropolitan Area
- WalmartCEO & Co-Founder, Jetblack / Walmart Tech Incubator2017 — 2020United States
- theSkimmAdviser2015 — 2019
- Lehman BrothersStrategic Planning Group2006 — 2007
- Morgan Stanley Dean WitterStrategic Planning Group2005 — 2006
Education
- Yale UniversityBachelor of Arts - BA2001 — 2005
- Harvard Business SchoolMBA2007 — 2009
- Yale UniversityBA, Political Science2001 — 2005
- Harvard Business SchoolMaster of Business Administration - MBA2007 — 2009
- Harvard Business SchoolMaster of Business Administration - MBA2007 — 2009
Skills & more
Business AdvisingBusiness Model InnovationEntrepreneurshipInnovation ManagementP&L ManagementBusiness DevelopmentBoard of DirectorsCustomer ExperienceHiringStart-up VenturesLogistics Managementventure investing
+4 more
Public SpeakingProblem SolvingStrategyLeadershipFrom Jennifer's professional profile.
Colleagues at Initialized Capital
Abdul Ly
Investor at Initialized Capital
Alda Dennis
General Partner at Initialized Capital
Alina Libova
General Partner at Initialized Capital
Andrew Sather
Partner at Initialized Capital
Becca Graff
Investor at Initialized Capital
Breanna Ross
Investor at Initialized Capital
Brett Gibson
Investor at Initialized Capital
Chi An
Investor at Initialized Capital
Network7
Abdul Ly
Investor at Initialized Capital
Adam Zeplain
Co-Founder & Managing Partner at mark vc
Alda Dennis
General Partner at Initialized Capital
Alex MacCaw
Investor at Earl Grey Capital
Alina Libova
General Partner at Initialized Capital
Andrew Sather
Partner at Initialized Capital
Brett Gibson
Investor at Initialized Capital
Investors connected to Jennifer in public investor directories — a warm-intro map.
Frequently asked questions
- Where does Jennifer “Jenny" Fleiss work?
- Jennifer “Jenny" Fleiss is Partner at Initialized Capital.
- What check size does Jennifer “Jenny" Fleiss write?
- Jennifer “Jenny" Fleiss typically writes checks of $10M – $50M.
Founder mafias
Harvard Business School mafia311
Also came through, then founded or led a company.
Mike Maples JrMBAFounded Pattern BreakersNoubar AfeyanVisiting LecturerFounded ProFound Therapeutics +12Wade MyersMBAFounded RealManage +5Harry GrunerFounded Hilos +2Ellen RubinMBAFounded ClearSky Data +2Brad GarlinghouseMBAFounded Hightail +2
+ 304 more
Yale University mafia182
Also came through, then founded or led a company.
Michael SeibelBAFounded SocialCamJustin KanPhysics and PhilosophyFounded Rye +5Kevin RyanBAFounded Business Insider +2Harry GrunerFounded Hilos +2Emmett ShearBSFounded Softmax +2Jake SchwartzBachelor of Arts (B.A.)Founded Brave Health +1
+ 175 more
Initialized Capital mafia5
Also came through, then founded or led a company.
Shutterfly mafia3
Also came through, then founded or led a company.
Same school
Also attended Yale University619
Ann Miura-KoCo-founding Partner at FloodgateDavid SzeAdvisory Partner at GreylockMichael SeibelPartner Emeritus at Y CombinatorZheela QaiserInvestor at Index VenturesAnthony PhilippakisInvestor at GV (Google Ventures)Karthik ArdhanareeswaranInvestor at GV (Google Ventures)
+ 613 more
Also attended Harvard Business School1,969
Brad GerstnerFounder & CEO of Altimeter Capital; architect of Invest America; BG2 co-hostAileen LeeFounder & Managing Partner of Cowboy VenturesJim BreyerFounder & CEO of Breyer CapitalTim DraperFounder of Draper AssociatesMike Maples JrCo-founding Partner at FloodgateMamoon HamidPartner at Kleiner Perkins
+ 1,963 more
Shared employers
Also worked at Rent The Runway17
Koda WangFounder, Block & ex CCO, Rent the Runway at Giant Ventures Global LlpMichele SpitzerHead of Portfolio & Platform at Asymmetric Capital PartnersAmy VilleneuveBoard Director, Advisor & Past COO and President of Amazon Robotics at Underscore VCScott FriendPartner at Bain Capital VenturesKenneth Benson SawyerCo-Founder and Managing Partner at Saints CapitalMaureen SullivanPartner at The Chernin Group (TCG Crypto)
+ 11 more
Also worked at Shutterfly, Inc.10
Brian ReganManaging Director and Chief Financial Officer at Spectrum EquityJulie HerendeenOperating Partner at StripesMichael KivesCo-Founder & Managing Partner at K5 GlobalBecky FlintInvestor at Roble VenturesMatt JohnsonInvestor at Seaside VenturesAmber HarrisonInvestor at Friends Family Capital
+ 4 more


















































