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Pioneer Square Labs — Portfolio

Investor actively backing innovative startups and growth-stage companies across various industries and funding rounds.

36
Companies
$235.2M
Total invested
$6.4M
Avg. check
50
Industries
Artificial Intelligence (AI) 10Software 8Information Technology 5Digital Media 2Enterprise Software 2Productivity Tools 2+44 more
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Portfolio companies

Showing 1–24 of 36
Boltive
September 2022

Formerly known as Ad Lightning, Boltive is on a mission to secure advertisers and publishers against invasive media.

Advertising · Seattle$7.5M Venture - Series Unknown
Mudstack
August 2024

Mudstack is an asset management platform for game studios and artists.

Digital Entertainment · Roswell$4.0M Seed
Archera
July 2026

Archera provides a cloud cost optimization solution for companies to save time and money on their cloud costs, without any risk.

Cloud Management · Bellevue$14.5M Venture - Series Unknown
SageOx
May 2026

SageOx develops context infrastructure that syncs team knowledge across humans, AI coding agents, and assistants.

Agentic AI · Seattle$15.0M Seed
Gumshoe AI
April 2025

Gumshoe AI is revolutionizing how companies use AI-powered search.

Artificial Intelligence (AI) · Seattle$2.0M Pre-Seed
Enzzo
March 2024

Enzzo is an AI-powered platform that aims to expedite and streamline the creation of innovative hardware products.

Artificial Intelligence (AI) · Seattle$3.0M Seed
Dropzone AI
March 2026

Dropzone AI delivers pre-trained autonomous AI security agents that work alongside human analysts on security operations teams

Artificial Intelligence (AI) · SeattleCorporate Round
Hola Cash
February 2022

LatAm’s first CheckoutOS solution.

E-Commerce · Mexico City$7.9M Venture - Series Unknown
Potato AI
April 2025

AI research assistant for biology.

Artificial Intelligence (AI) · Issaquah$4.5M Seed
SingleFile Technologies
February 2025

SingleFile Technologies is a companies and law firms fill out reports, manage filings, maintain internal records and remain in good standing

Information Technology · Seattle$9.1M Series A
KamiwazaAI
January 2025

KamiwazaAI offers scalable AI solutions for cloud, core, and edge environments.

Artificial Intelligence (AI) · Silverthorne$8.5M Seed
Recurrent
January 2024

The best way to buy and sell used electric vehicles.

Automotive · Seattle$16.0M Series A
Maximal Learning
May 2023

Maximum Education utilizing AI to help each student reach their full potential.

Artificial Intelligence (AI) · Bellevue$5.7M Seed
LifeAt
January 2023

LifeAt is a productivity platform with focus tools like timers, music, notes, and virtual workspace backgrounds.

Information Technology · Seattle$3.0M Pre-Seed
Casera
December 2025

Casera empowers healthcare organizations with innovative case management solutions for better patient care and operational excellence.

Health Care · Seattle$1.0M Seed
Satellite IM
January 2023

Satellite IM utilizes leading decentralization and encryption technology to provide a platform to build extensible apps.

Blockchain · BostonVenture - Series Unknown
BluePill
November 2025

BluePill AI platform enables brands to test products, messaging, and creative concepts in minutes.

Artificial Intelligence (AI) · Seattle$6.0M Seed
NextStep
October 2021

NextStep is an information technology company that provides training and job placement for workers via mobile application platform.

Education · Seattle$3.3M Series A
Certivo
February 2026

Certivo is an AI powered compliance management and supplier intelligence platform for the manufacturing sector

Artificial Intelligence (AI) · Seattle$4.0M Seed
Potato
April 2025

The Scientific OS for Life Sciences, powered by AI agents that design, analyze, and run experiments.

Artificial Intelligence (AI) · Issaquah$6.6M Seed

Where Pioneer Square Labs invests

Artificial Intelligence (AI)10
Software8
Information Technology5
Digital Media2
Enterprise Software2
Productivity Tools2

About Pioneer Square Labs's portfolio

How many companies has Pioneer Square Labs invested in?▸

Pioneer Square Labs has invested in 36 companies tracked in our database. The portfolio spans multiple industries and funding stages, from seed-stage startups to late-stage companies.

What industries does Pioneer Square Labs invest in?▸

Pioneer Square Labs's top investment sectors include Artificial Intelligence (AI), Software, Information Technology, Digital Media, Enterprise Software. The firm invests across 50 different industry categories.

What is Pioneer Square Labs's largest investment?▸

Among tracked funding rounds, Recurrent received $16.0M in a Series A round. Pioneer Square Labs's total known invested capital is $235.2M.

What is the average investment size for Pioneer Square Labs?▸

Pioneer Square Labs's average investment size is $6.4M across its portfolio of 36 companies.

What are Pioneer Square Labs's most recent investments?▸

Recent Pioneer Square Labs portfolio additions include Boltive, Mudstack, Archera, SageOx, Gumshoe AI. These companies were founded in 2020 or later.

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