Lyle Berkowitz
InvestorFounderGeneral Partner at 2Flo Ventures · Founder at KeyCare
Chicago, Illinois
Writes $100K – $5M checks · typically $1.5M
FoundedKeyCare
Find your path to Lyle
148 people in our graph share verified history with Lyle — schools, employers, funds. One of them is your warm intro.
Robert GarberunlockedLyle: together at University of Pennsylvania (1988)
×7Lyle: together at University of Pennsylvania
Lyle: together at KeyCare
×3Lyle: together at University of Illinois Chicago
About
An active healthcare advisor and investor with over 25 years of experience as a primary care physician and health IT innovator.
Founder at KeyCare
Intro paths
→
In turn, Lyle can intro founders to KeyCare's investors below.
Board director at KeyCare
Intro paths
→
In turn, Lyle can intro founders to KeyCare's investors below.
KeyCare's investors · 6
Co-founders at KeyCare
Experience
- University of Illinois ChicagoEntrepreneur and Innovator in Residencecurrent2026 — presentChicago, IL
- WiserCare, Inc.Board Membercurrent2026 — presentLos Angeles Metropolitan Area
- KeyCareFounder and Executive Chairmancurrent2021 — presentChicago, IL
- KeyCareChief Executive Officer2021 — 2025Chicago, Illinois, United States
- Back 9 Healthcare ConsultingFounder and CEOcurrent1996 — present
- Cobblestone Ventures, LLCManaging Directorcurrent2020 — present
Skills & more
Digital Health10Board of Directors25
From Lyle's professional profile.
Colleagues at 2Flo Ventures
Amanda Johnson
Venture Fellow at 2Flo Ventures
Amanda Waldhauser
Executive Director at Roivant Social Ventures at 2Flo Ventures
Angela James
Senior Advisor at 2Flo Ventures
Azurii Collier
Commercial Advisor at 2Flo Ventures
Brenda Ametepe
Venture Fellow at 2Flo Ventures
Charlotte Jones-Burton
Partner at 2Flo Ventures
Christina Broomes
Commercial Advisor at 2Flo Ventures
Christopher Whitfield
Strategic Advisor at 2Flo Ventures
Frequently asked questions
- Who is Lyle Berkowitz?
- An active healthcare advisor and investor with over 25 years of experience as a primary care physician and health IT innovator.
- Where does Lyle Berkowitz work?
- Lyle Berkowitz is Founder of KeyCare and General Partner at 2Flo Ventures.
- What check size does Lyle Berkowitz write?
- Lyle Berkowitz typically writes checks of $100K – $5M.
- What companies did Lyle Berkowitz found?
- Lyle Berkowitz founded KeyCare.
- Where did Lyle Berkowitz go to school?
- Lyle Berkowitz studied at University of Pennsylvania (BSE, Bioengineering and Biomedical Engineering); Northwestern University.
Founder mafias
Northwestern University mafia239
Also came through, then founded or led a company.
Osman KhanBAFounded Paddle 8 +3Chris SchuhDoctor of Philosophy - PhDFounded Xtalic +2Paulo FontesExecutive Program, Business & Management for Transplant LeadershipFounded UPMC +2Jeff HinckBachelor of Arts (B.A.)Founded Vertical Insure +1Shelby ClarkBSFounded RelayRides +1Jeffrey LiuBachelor of Science - BSFounded Guavapass +1
+ 232 more
2Flo Ventures mafia3
Also came through, then founded or led a company.
Same school
Also attended University of Pennsylvania1,236
Brian ActonCo-founder of WhatsApp; co-founder of Signal FoundationKunal BahlCo-founder of Snapdeal; co-founder of Titan CapitalDasha MaggioPartner at Felicis Ventures, writer on venture capital and founder psychologyNancy WangInvestor at Felicis VenturesLeah von SiemensPartner at Manta Ray VenturesEghosa OmoiguiFounder and Managing General Partner at EchoVC Partners
+ 1,230 more
Also attended Northwestern University592
Mikowai AshwillInvestor at Spark CapitalNaomi Pilosof IonitaBoard Partner at Menlo VenturesEric OngInvestor at LightbankBill PescatelloInvestor at LightbankScott JacobsonManaging Director at Madrona Venture GroupAnna WangAssociate at March Capital Partners
+ 586 more
Shared employers
Also worked at University of Illinois Chicago30
Kevin WangCEO, FOSSA Inc. at OSS CapitalStefano GaliassoVice President at Energy Capital VenturesJack McGuireResearch Associate at Casdin CapitalRoger JansenHealth Moonshot Impact Board at StartUp HealthPooja GoelManaging Director at Ascension VenturesPaul MagelliDirector, Illini Angels at Illinois Ventures
+ 24 more






































