/Investor DB

Pioneer Square Ventures

Venture capitalActively deploying

Seattle · 9 people tracked

Find your way into Pioneer Square Ventures

Each arrow is one introduction. Sign up to fill in the first one.

1,083 people can intro you to Mike

Ask Paul Straub to introduce you to Mike Galgon

You →Paul · together at Recurrent →Mike

1,006 people can intro you to Julie

Ask Jamie Chen to introduce you to Julie Sandler

You →Jamie · together at TeachStreet →Julie

806 people can intro you to Greg

Ask Sam Okafor to introduce you to Greg Gottesman

You →Sam · together at Single File →Greg

Sign up to find every way you can get introduced to Pioneer Square Ventures

  • Your email: who you already know at Pioneer Square Ventures, and who your contacts know
  • 2nd- and 3rd-degree connections: people you know who worked, studied or invested with the Pioneer Square Ventures team
  • Your LinkedIn: the connections who can make the intro for you

We rank every route by how warm it is, so you raise on warm intros instead of cold emails.

✨ Fox Verdict
Sign up to see your fit

Fund manager profile

Pioneer Square Ventures is a venture fund manager based in Seattle. SEC filings show 3 venture funds on record, most recently Pioneer Square Ventures Fund III, L.P. ($100M offering) filed April 2026.

Source: SEC EDGAR Form D filings. Firm website data not yet available.

HQ
Seattle, US
Founded
2017
Tracked investments
5
Unicorns
1

Team · 9 people

from public directories
Aaron Singleton· General Partner
Benjamin Gilbert· General Partner
Geoff Entress· General Partner
Geoffrey R Entress· General Partner
Thomas McCann· General Partner
Vivek Ladsariya· General Partner

Founder mafia

3 people who came through Pioneer Square Ventures went on to found or lead other companies.

What they invest in

from 5 of 5 portfolio companies

AI & Machine Learning ×3Enterprise Software ×3SaaS ×3B2B Marketplaces ×1Cybersecurity ×1Data & Infrastructure ×1E-commerce ×1Fintech ×1

HQs:United States×3

Investments · 5 tracked

founders shown can be your intro path

By year:2025 · 12024 · 12021 · 12015 · 14 dated

Flexeflexe.comin𝕏Nov 2015SEC filingmedium confidence

Flexe provides platform-based warehousing network management, handling implementation, onboarding, and operations across multiple locations for customers seeking to scale their logistics infrastructure.

B2B MarketplacesLogistics & Supply ChainSaaSSeattle, US

Karl Siebrecht(Co-founder & CEO)inEdmond Yue(Director)inFrancis Duong(Director)inCurt Anderson(CFO & COO)in

Board seatMike Karl GalgonMike Galgon· per SEC Form D · $80M raise · filed Jan 2021

Co-investors137 VenturesAcequia Capital (AceCap)ACTIVATE CAPITAL PARTNERSAlumni VenturesBlue Ivy VenturesCollective Liquidity+10 more

Kamiwazakamiwaza.aiinJan 2025SEC filingmedium confidence

Kamiwaza offers a distributed AI orchestration platform that processes data where it resides, allowing enterprises to deploy AI without centralizing data or compromising security.

AI & Machine LearningData & InfrastructureEnterprise SoftwareGovTechSilverthorne, US

Matthew Wallace(Executive Officer, Director)inLuke Matthew Norris(Executive Officer, Director)

Board seatVivek Ladsariya· per SEC Form D · $8.5M raise · filed Jan 2025

Co-investorsAscend Venture CapitalCitta CapitalFirstMile VenturesGreater Colorado Venture FundPioneer Square LabsS3 Ventures+1 more

Lumataxlumatax.comin𝕏May 2021SEC filingmedium confidence

LumaTax is a platform that automates US and Canadian sales tax compliance, helping businesses manage nexus registration, tax filings, and remittance across multiple jurisdictions.

E-commerceFintechSaaSSeattle, US

Robert Schulte(Executive Officer, Director)in

BoardChuck Stonecipher(Director)in

Board seatGregory Gottesman· per SEC Form D · $6.1M raise · filed May 2021

Co-investorsMadrona Venture GroupPioneer Square LabsCowboy VenturesTrilogy Equity Partners

Certivocertivo.comin

Certivo is a supply chain compliance platform that automatically collects supplier documentation, monitors certificate changes and expirations, and reports an organization's compliance posture.

AI & Machine LearningEnterprise SoftwareSaaS

Co-investorsPioneer Square LabsSuffolk Technologies

Dropzonedropzone.aiin𝕏Apr 2024 · $16.9M

Dropzone AI builds AI agents that investigate security alerts, hunt threats, and respond to cyberattacks for security teams and organizations.

AI & Machine LearningCybersecurityEnterprise Software

Edward Wu(Founder + CEO)in

Co-investorsDecibel PartnersMadrona Venture GroupPioneer Square LabsTheory VenturesIn-Q-TelRedpoint Ventures

Rows marked “SEC filing” are inferred from directors named on the company's SEC Form D — public regulatory data, not a portfolio list published by the firm.

Portfolio news

latest coverage across their companies

Frequently asked questions

How many investments has Pioneer Square Ventures made?
Pioneer Square Ventures has 5 tracked investments, including 1 dated in the last 24 months.
Where is Pioneer Square Ventures located?
Pioneer Square Ventures is headquartered in Seattle, US.

Featured in lists