Rob Chaplinsky
InvestorCo-Founder & Managing Director at Link Ventures
Incline Village, Nevada, United States
Writes $1M – $8M checks
About
Rob Chaplinsky, Canadian-born Silicon Valley–based managing director, bridges Canadian and U.S. tech, serves on fintech boards including MotoRefi and Caribou, and uses large internet data to spot AI consumer opportunities.
Invests in
AI & Machine LearningConsumerFintechInsurTechMarketplaces
Experience
- Link VenturesManaging Directorcurrent2018 — presentGreater Boston Area
- MultipleBoard Director, Chairman & Audit Committee Member — Multiple Companiescurrent1996 — present
- Bridgescale PartnersManaging Directorcurrent2005 — presentMenlo Park, CA
- CaribouBoard Member, Investor2020 — 2025Arlington, VA
- Trust & WillBoard Member, Investor2020 — 2023San Diego County, CA
- LoopSeed Investor2017 — 2021
- Xactly CorpInvestor, Advisor2010 — 2017San Jose, CA
- AxonifyInvestor | Advisor | Startup Coach | Mentor | Board member | Chairman2012 — 2016Waterloo, Canada Area
- BlueCatInvestor | startup coach | advisor | mentor | stategic advisor | Board Member2009 — 2016Toronto, Canada Area
- BiolinqAdvisor2014 — 2016Greater San Diego Area
- DryftCEO, co-founder2012 — 2014menlo park
- Vision CriticalInvestor, Advisor2010 — 2014Vancouver, Canada Area
- CeridianInvestor, Board Member2010 — 2012Toronto, Canada Area
- ProofpointInvestor, Board Observer2006 — 2012Sunnyvale, CA
- RyppleInvestor, Board Member2010 — 2011Toronto, Canada Area
- Mohr Davidow VenturesGeneral Partner1998 — 2005Menlo Park, CA
- Hambrecht & QuistSeñior Research Analyst, Investment Banking1996 — 1998San Francisco, CA
- IntelMobile Product Manager1990 — 1996Santa Clara, CA
Education
- Harvard Business SchoolMBA1992 — 1994
- University of WaterlooBSC, Engineering1985 — 1990
Skills & more
Mentoring1Leadership4Management7Strategy6SaaS22Enterprise Software1Software as a Service (SaaS)3semiconductorsBoard of DirectorsVenture Capital78Corporate Venture CapitalBusiness Strategy26
+12 more
Go-to-Market StrategyArtificial Intelligence (AI)executive recruitingFundraisingMergers & Acquisitions (M&A)Corporate GovernanceInitial Public Offerings (IPO)Audit CommitteeMobile MarketingMobile ApplicationsMobile TechnologyEntrepreneurshipLanguages Russian
From Rob's professional profile.
Colleagues at Link Ventures
Alexander D. Wissner-Gross
Investor at Link Ventures
Boaz Fachler
Managing Director at Link Ventures
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Cindy Blanco
Chief Financial Officer at Link Ventures
Cynthia Blanco
CFO at Link Ventures
Dan Oliveri
Chief of Staff at Link Ventures
Dave Blundin
Managing Partner at Link Ventures
Dominic Lloyd
Managing Director at Link Ventures
Dr. Alexander D. Wissner-Gross
Advisor at Link Ventures
Frequently asked questions
- Where does Rob Chaplinsky work?
- Rob Chaplinsky is Co-Founder & Managing Director at Link Ventures.
- What does Rob Chaplinsky invest in?
- Rob Chaplinsky invests in AI & Machine Learning, Consumer, Fintech, InsurTech, Marketplaces.
- What check size does Rob Chaplinsky write?
- Rob Chaplinsky typically writes checks of $1M – $8M.
Founder mafias
Harvard Business School mafia312
Also came through, then founded or led a company.
Mike Maples JrMBAFounded Pattern BreakersNoubar AfeyanVisiting LecturerFounded ProFound Therapeutics +12Wade MyersMBAFounded RealManage +5Harry GrunerFounded Hilos +2Spencer RascoffVisiting Executive ProfessorFounded HeyLibby +2Bharat KilaruMaster of Business Administration (MBA)Founded Verano Health +2
+ 305 more
University of Waterloo mafia197
Also came through, then founded or led a company.
Zach WaterfieldComputer EngineeringFounded Zettlor +1Peter CarresciaBMathFounded GoConfirm +1Eric BlondeelBAScFounded Samos Insurance +1Oleg KostourHonours Bachelor of Architectural StudiesFounded AtlasGrid +1Anton KrutianskyBachelor of Applied Science (B.A.Sc.)Founded AtlasGrid +1Eric MigicovskyBachelor of EngineeringFounded Beeper +1
+ 190 more
Link Ventures mafia7
Also came through, then founded or led a company.
Dave BlundinFounder and General Partner / Managing PartnerFounded Vestmark +1Dave BlundinManaging PartnerFounded Vestmark +1Peter DiamandisCo-Founder and Partner, Link-XPVFounded Fountain LifeErik BrynjolfssonVenture AdvisorFounded WorkhelixNelson MillsPrincipalFounded Vatn SystemsAlexander Wissner-GrossVenture AdvisorFounded CO2Stats
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Mohr Davidow Ventures mafia5
Also came through, then founded or led a company.
Biolinq mafia3
Also came through, then founded or led a company.
Same school
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
Also attended University of Waterloo343
Chamath PalihapitiyaFounder & CEO of Social Capital; CEO of 8090; All-In co-hostKarim GillaniGeneral Partner at Luge CapitalRohan MongaInvestment Associate at Luge CapitalAndrew MiklasGeneral Partner at Y CombinatorAniTalent Team at Hummingbird VenturesAlex KolicichInvestment Team at 8VC
+ 337 more
Shared employers
Also worked at Caribou3
Also worked at Dryft1
Also worked at Proofpoint8
Dale ChangOperating Partner at Scale Venture PartnersDarren LeeInvestor at EPIC VENTURESJoe HorowitzManaging General Partner at Icon VenturesRob WardCo-Founder and Partner at Meritech Capital PartnersAbhijit SolankiFounder & Managing Director at Whiteboard Venture PartnersJohn DelaneyPrincipal at Greylock Partners
+ 2 more
Also worked at Rypple6
Ellen LevyFounder & Managing Director of Silicon Valley Connect at SignalFireSteve DeBaccoCo-Founder and Managing Partner at Leaders FundDavid SteinCo-Founder and Managing Partner at Leaders FundNick SteinCMO | GTM Advisor at Leaders FundTihomir BajicManaging Partner, X& at Leaders FundDavid PriemerFounder & Chief Sales Scientist, Cerebral Selling at Leaders Fund
