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Rob Chaplinsky

Investor

Co-Founder & Managing Director at Link Ventures · Managing Director at Bridgescale Partners

Incline Village, Nevada, United States

Writes $1M – $8M checks

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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

  1. Link VenturesManaging Directorcurrent2018 — presentGreater Boston Area
  2. MultipleBoard Director, Chairman & Audit Committee Member — Multiple Companiescurrent1996 — present
  3. Bridgescale PartnersManaging Directorcurrent2005 — presentMenlo Park, CA
  4. CaribouBoard Member, Investor2020 — 2025Arlington, VA
  5. Trust & WillBoard Member, Investor2020 — 2023San Diego County, CA
  6. LoopSeed Investor2017 — 2021
  7. Xactly CorpInvestor, Advisor2010 — 2017San Jose, CA
  8. AxonifyInvestor | Advisor | Startup Coach | Mentor | Board member | Chairman2012 — 2016Waterloo, Canada Area
  9. BlueCatInvestor | startup coach | advisor | mentor | stategic advisor | Board Member2009 — 2016Toronto, Canada Area
  10. BiolinqAdvisor2014 — 2016Greater San Diego Area
  11. DryftCEO, co-founder2012 — 2014menlo park
  12. Vision CriticalInvestor, Advisor2010 — 2014Vancouver, Canada Area
  13. CeridianInvestor, Board Member2010 — 2012Toronto, Canada Area
  14. ProofpointInvestor, Board Observer2006 — 2012Sunnyvale, CA
  15. RyppleInvestor, Board Member2010 — 2011Toronto, Canada Area
  16. Mohr Davidow VenturesGeneral Partner1998 — 2005Menlo Park, CA
  17. Hambrecht & QuistSeñior Research Analyst, Investment Banking1996 — 1998San Francisco, CA
  18. IntelMobile Product Manager1990 — 1996Santa Clara, CA

Skills & more

Mentoring1Leadership4Management7Strategy6SaaS22Enterprise Software1Software as a Service (SaaS)3semiconductorsBoard of DirectorsVenture Capital78Corporate Venture CapitalBusiness Strategy26
+12 moreGo-to-Market StrategyArtificial Intelligence (AI)executive recruitingFundraisingMergers & Acquisitions (M&A)Corporate GovernanceInitial Public Offerings (IPO)Audit CommitteeMobile MarketingMobile ApplicationsMobile TechnologyEntrepreneurship

Languages Russian

From Rob's professional profile.

Colleagues at Link Ventures

Alexander D. Wissner-Gross
Investor at Link Ventures
Bill McCarran
COO at Vestigo Ventures
Boaz Fachler
Managing Director at Link Ventures
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

Frequently asked questions

Who is Rob Chaplinsky?
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.
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.
Where did Rob Chaplinsky go to school?
Rob Chaplinsky studied at Harvard Business School (MBA); University of Waterloo (BSC, Engineering).

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