Experience
- Chicago VenturesGeneral Partnercurrent2018 β present
- Part3Member Board of Directorscurrent2023 β presentToronto, Ontario, Canada
- NOCDMember Board of Directorscurrent2023 β presentGreater Chicago Area
- CognitOpsMember Board of Directorscurrent2023 β presentAustin, Texas Metropolitan Area
- PrisidioMember Board of Directorscurrent2021 β presentGreater Chicago Area
- PreFix Inc.Member Board of Directorscurrent2019 β presentAustin, Texas Metropolitan Area
- OliveMember Board of Directorscurrent2023 β presentVancouver, British Columbia, Canada
- LandscapeHubBoard Of Directorscurrent2017 β presentGreater Chicago Area
- CoPilotBoard of Directorscurrent2018 β present
- CameoBoard Observercurrent2019 β presentGreater Chicago Area
- CameoBoard Of Directors2017 β 2019Greater Chicago Area
- GreenLite TechnologiesBoard Observercurrent2023 β presentAustin, Texas, United States
- mayk.itMember Board of Directors2021 β 2025Los Angeles Metropolitan Area
- EnderMember Board of Directors2022 β 2025Austin, Texas Metropolitan Area
- Menda HealthBoard Observer2023 β 2024San Francisco Bay Area
- MAX (Marketing through Automated eXpertise)Board of Directors2012 β 2021Greater Chicago Area
- TaskRabbitBoard of Directors2012 β 2017San Francisco Bay Area
- Trunk ClubCOO2011 β 2017Greater Chicago Area
- GreylockExecutive in Residence2010 β 2011
- eBayVice President, Buyer Experience & Verticals2009 β 2010
Education
- Northwestern University - Kellogg School of ManagementMBA1996 β 1998
- McGill UniversityBA, Economics1988 β 1992
Skills & more
E-commerce65Start-ups49Analytics21Product Management20Strategic Partnerships48Online Advertising3Corporate Development2SaaSMobile Devices5Product Marketing3Entrepreneurship18Web Analytics2
+12 more
Business StrategyStrategyVenture CapitalBusiness DevelopmentCompetitive AnalysisSalesManagementProduct DevelopmentDigital MarketingB2BOnline MarketingLeadershipLanguages French
From Rob's professional profile.
Deals Β· 3
PrisidioBoard seat
via Chicago Ventures Β· filed Dec 2025 Β· $14.9M raise
MaykBoard seat
via Chicago Ventures Β· filed Feb 2021 Β· $3.5M raise
Guthrie AIQuoted
via Chicago Ventures Β· filed Jun 2026
Attribution from SEC filings, press coverage, and firm rosters.
Colleagues at Chicago Ventures
Emma Lawler
EIR at Chicago Ventures
Eric Duboe
Partner at Chicago Ventures
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Ford Johnstone
Associate at Chicago Ventures
Jai Shekhawat
Partner at Chicago Ventures
Kevin Willer
Venture Partner at Chicago Ventures
Lindsay Knight
Partner at Chicago Ventures
Shawn Park
Associate at Chicago Ventures
Steven Cook
Investor at Chicago Ventures
Frequently asked questions
- Where does Rob Chesney work?
- Rob Chesney is Partner at Chicago Ventures.
- What companies did Rob Chesney found?
- Rob Chesney founded Guthrie AI, Mayk, Prisidio.
Same school
Also attended Northwestern University - Kellogg School of Management558
Jenny LeeSenior Managing Partner at Granite AsiaAndy FligelSenior Managing Director at Intel CapitalDavid Clark GuillermoInvestments at Impact America FundGiuseppe DonvitoPartner at P101 VenturesAntonio TurroniOperating Advisor at P101 VenturesJon TurowVenture Partner at Madrona Venture Group
+ 552 more
Also attended McGill University411
Harley FinkelsteinInvestor at Felicis VenturesMattias LjungmanInvestor at Moonfire VenturesNoubar AfeyanInvestor at Flagship PioneeringDavid NaultGeneral Partner at Luge CapitalLaviva MazharPrincipal at Luge CapitalLisa PurcellInvestor at Third Rock Ventures
+ 405 more
Shared employers
Also worked at NOCD3
Also worked at LandscapeHub2
Also worked at Cameo12
Andrew VogeleyVice President at Sapphire VenturesBrian FrankPartner at Permanent Capital VenturesEzra GalstonInvestor at Starting LineRob PostAdvisory Board at InVitro CapitalBrent HillManaging Partner at Origin VenturesPrashant ShuklaPartner at Origin Ventures
+ 6 more
Also worked at Greylock65
Reid HoffmanCo-founder of LinkedIn; Partner at GreylockSarah TavelVenture Partner at BenchmarkSarah GuoFounder & General Partner of ConvictionDavid SzeAdvisory Partner at GreylockHoward CoxSpecial Limited Partner at Greylock PartnersDave StrohmVenture Partner at Greylock Partners
+ 59 more