Paul Hsiao
InvestorCo-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
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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
Intro paths
In turn, Paul can intro founders to PipeDreams's investors below.
PipeDreams's investors · 4
Co-founders at PipeDreams


Board director at Shoreline Software
Intro paths
In turn, Paul can intro founders to Shoreline Software's investors below.
Shoreline Software's investors · 3
Co-founders at Shoreline Software
Board director at KidBox.com, Inc.
Intro paths
In turn, Paul can intro founders to KidBox.com, Inc.'s investors below.
KidBox.com, Inc.'s investors · 1
Co-founders at KidBox.com, Inc.
Experience
- AirframeCEO and Foundercurrent2025 — present
- Shoreline Software, IncInvestor and Board Member2019 — 2024
- PipeDreamsChairman, Investor and Co-Founder2021 — 2024
- Sema4.aiInvestor and Board Member2021 — 2024
- SkyflowInvestor and Board Member2020 — 2024
- RoofstockBoard Member2017 — 2024Oakland, CA
- ZolaBoard Member2015 — 2024
- Watershed InformaticsMember Board of Directors2023 — 2024Cambridge, Massachusetts, United States
- FlowspaceMember Board of Directors2019 — 2024Orange County, California, United States
- MasonHubChairman and Co-Founder2018 — 2024
- TransfixBoard Member2015 — 2024Greater New York City Area
- CanvasCo-Founder & General Partner2014 — 2024
- LaceSeed Investor2022 — 2024San Francisco Bay Area
- You.comSeed Investor2020 — 2024San Francisco Bay Area
- PineconeSeed Investor2019 — 2024New York, United States
- eportaBoard Member2018 — 2021
- HouzzBoard Member2012 — 2018Palo Alto, CA
- UpworkBoard Member2011 — 2014Mountain View, CA
- Boingo WirelessMember Board of Directors2006 — 2014Los Angeles Metropolitan Area
- New Enterprise AssociatesPartner2003 — 2013Menlo Park, CA
Skills & more
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
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
Massachusetts Institute of Technology mafia1,448
Also came through, then founded or led a company.
Harvard Business School mafia1,241
Also came through, then founded or led a company.
Boingo Wireless mafia7
Also came through, then founded or led a company.
Canvas Ventures mafia6
Also came through, then founded or led a company.
Same school
Also attended Massachusetts Institute of Technology2,000
+ 1,994 more
Also attended Harvard Business School2,000
+ 1,994 more
Shared employers
Also worked at Airframe2
Also worked at Skyflow10
+ 4 more
















































































