/People

Paul Hsiao

Investor

Co-Founder and General Partner at Canvas Ventures · Board director at PipeDreams · Board director at Shoreline Software · Board director at KidBox.com, Inc.

New York, New York

Writes $50K – $25M checks · typically $8M

Kauffman Fellow · Class 8

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About

Paul Hsiao's 5 fundamentals for marketplaces—liquidity dynamics, repeat behavior, unit economics, category timing, founder-market fit—reflect a decade at NEA and push founders to plan $100M+ raises to dominate.

Invests in

AI & Machine LearningFintechHealthtechLogistics & Supply ChainMarketplaces

Board director at PipeDreams

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Co-founders at PipeDreams

DLDan Laufer
Dan LauferExecutive Officer, Director
TGTyler Green

Board director at Shoreline Software

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In turn, Paul can intro founders to Shoreline Software's investors below.

Co-founders at Shoreline Software

AG
Anurag GuptaExecutive Officer, Director, Promoter

Board director at KidBox.com, Inc.

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In turn, Paul can intro founders to KidBox.com, Inc.'s investors below.

Co-founders at KidBox.com, Inc.

HD
Haim DabahExecutive Officer, Director

Experience

  1. AirframeCEO and Foundercurrent2025 — present
  2. Shoreline Software, IncInvestor and Board Member2019 — 2024
  3. PipeDreamsChairman, Investor and Co-Founder2021 — 2024
  4. Sema4.aiInvestor and Board Member2021 — 2024
  5. SkyflowInvestor and Board Member2020 — 2024
  6. RoofstockBoard Member2017 — 2024Oakland, CA
  7. ZolaBoard Member2015 — 2024
  8. Watershed InformaticsMember Board of Directors2023 — 2024Cambridge, Massachusetts, United States
  9. FlowspaceMember Board of Directors2019 — 2024Orange County, California, United States
  10. MasonHubChairman and Co-Founder2018 — 2024
  11. TransfixBoard Member2015 — 2024Greater New York City Area
  12. CanvasCo-Founder & General Partner2014 — 2024
  13. LaceSeed Investor2022 — 2024San Francisco Bay Area
  14. You.comSeed Investor2020 — 2024San Francisco Bay Area
  15. PineconeSeed Investor2019 — 2024New York, United States
  16. eportaBoard Member2018 — 2021
  17. HouzzBoard Member2012 — 2018Palo Alto, CA
  18. UpworkBoard Member2011 — 2014Mountain View, CA
  19. Boingo WirelessMember Board of Directors2006 — 2014Los Angeles Metropolitan Area
  20. New Enterprise AssociatesPartner2003 — 2013Menlo Park, CA

Skills & more

Entrepreneurship

From Paul's professional profile.

Deals · 6

Aptive SystemsBoard seat

via Canvas Ventures · filed Jun 2023 · $34.1M raise

Watershed Informatics Inc.Board seat

via Canvas Ventures · filed Feb 2023 · $12.7M raise

PipeDreamsBoard seat

via Canvas Ventures · filed Feb 2021 · $5.2M raise

KidBox.com, Inc.Board seat

via Canvas Ventures · filed Jun 2019 · $25.4M raise

DwellConnectBoard seat

via Canvas Ventures · filed Apr 2019 · $50M raise

Shoreline SoftwareBoard seat

via Canvas Ventures · filed Mar 2019 · $22M raise

Attribution from SEC filings, press coverage, and firm rosters.

Other disclosed investments

Investor

42FloorsAnyone AIDreamFactory SoftwareElanceEportaEverwiseFlowspaceFluxxGaikaiHouzzHustleKidboxLuminary MicroMasonHubRobocorpRoofstockSAY MediaShoreline.ioSkyflowTalentBinTransfixUpworkZola

Sources: SEC Form D filings · curated public sources.

Colleagues at Canvas Ventures

Network3

Investors connected to Paul in public investor directories — a warm-intro map.

Frequently asked questions

Who is Paul Hsiao?
Paul Hsiao's 5 fundamentals for marketplaces—liquidity dynamics, repeat behavior, unit economics, category timing, founder-market fit—reflect a decade at NEA and push founders to plan $100M+ raises to dominate.
Where does Paul Hsiao work?
Paul Hsiao is Co-Founder and General Partner at Canvas Ventures and Board director at PipeDreams and Board director at Shoreline Software and Board director at KidBox.com, Inc..
What does Paul Hsiao invest in?
Paul Hsiao invests in AI & Machine Learning, Fintech, Healthtech, Logistics & Supply Chain, Marketplaces.
What check size does Paul Hsiao write?
Paul Hsiao typically writes checks of $50K – $25M.
What boards does Paul Hsiao sit on?
Paul Hsiao holds tracked board seats at Aptive Systems, DwellConnect, KidBox.com, Inc., PipeDreams, Shoreline Software, Watershed Informatics Inc..
What companies has Paul Hsiao invested in?
Investments tracked here include 42Floors, Anyone AI, DreamFactory Software, Elance, Eporta, Everwise, Flowspace, Fluxx, Gaikai, Houzz, Hustle, Kidbox, and 12 more.
Where did Paul Hsiao go to school?
Paul Hsiao studied at Massachusetts Institute of Technology (Bachelor's Degree, Mechanical Engineering and Biomedical Engineering); Harvard Business School (Master of Business Administration (MBA)).

Founder mafias

Same school

Shared employers