Investors / United States / Pioneer Square Labs
Pioneer Square Labs
Venture capital · Seattle, WA, United States · North America
Pioneer Square Labs is a startup studio and venture capital fund. It builds companies with founders through its studio and invests in early-stage companies through PSL Ventures.
Invests inAI & Machine LearningFintech
In its own wordsaimachine learninggenerative aistartup studioearly stage
Your fit with Pioneer Square Labs
Four questions about your startup
See how your round matches what it backs, point by point.
Or find every investor that fitsPioneer Square Labs lists 46 checked portfolio companies on its own site and is named in 7 funding rounds, 2 of them as lead. Its most frequent entry is Seed, 86% of the companies with a known first round. Its largest themes are AI & Machine Learning (21%), Fintech (15%) and Enterprise Software (13%). 96% of its companies are based in United States. It invests most often alongside Madrona, Ascend and SeaChange.
Counts come from funding rounds that name Pioneer Square Labs, complete from mid-2025: earlier rounds appear only when they were reported later. Round amounts and full round histories are on Fundup AI.
Round figures show recent activity, not Pioneer Square Labs' whole history. Rounds on record name 7 companies; its own site lists 46. Funding rounds are complete from mid-2025, so counts and the yearly trend undercount a firm that invested before then. The portfolio, themes and places come from its own site and are not affected.
Entry stage
share of companies by the stage of its first roundShow as a table
| Value | |
|---|---|
| Pre-seed | 0% |
| Seed | 86% |
| Series A | 0% |
| Series B | 14% |
| Growth | 0% |
Activity by year
rounds it joined, last 10 yearsShow as a table
| Total | Rounds it led | |
|---|---|---|
| '17 | 0 | 0 |
| '18 | 0 | 0 |
| '19 | 0 | 0 |
| '20 | 0 | 0 |
| '21 | 0 | 0 |
| '22 | 0 | 0 |
| '23 | 0 | 0 |
| '24 | 0 | 0 |
| '25 | 4 | 2 |
| '26 | 3 | 0 |
Investor profile
percentile among all firmsShow as a table
| Measure | Percentile of all firms | Value |
|---|---|---|
| Portfolio size | 81th | 46 companies |
| Recent activity | 76th | 3 rounds in 12 months |
| Early stage | 85th | 86% of entries at pre-seed or seed |
| Evidence | 79th | 11% of companies confirmed by a round |
| Sector focus | 20th | 21% in its largest sector |
| Reach | 42th | 2 countries |
Investment themes
share of its checked companiesThis firmAll checked companies
Show as a table
| This firm | All checked companies | |
|---|---|---|
| AI & Machine Learning | 21% | 18% |
| Fintech | 15% | 12% |
| Enterprise Software | 13% | 8% |
| Healthcare & Biotech | 6% | 15% |
| Space & Defense | 6% | 3% |
| Industrial & Manufacturing | 5% | 7% |
| Real Estate & Construction | 4% | 3% |
| Cybersecurity | 4% | 4% |
Invests most often with
firms sharing its portfolio companiesShow as a table
| Share | |
|---|---|
| Madrona | 4 |
| Ascend | 3 |
| SeaChange | 3 |
| Trilogy Equity Partners | 3 |
| Accellius Capital | 2 |
| Act One Ventures | 2 |
| Creative Destruction Lab | 2 |
| Flying Fish Ventures | 2 |
Its portfolio companies
where they are based, and what their own sites showSite status
- Site answers4393%
- No longer answers00%
- Points to another company37%
- Parked or sold domain00%
A site that stops answering three checks in a row is counted as no longer answering; that is not proof of closure. A site that points to another company is often an acquisition.
Co-investor network
who it backs companies with, and who they back togetherCompare Pioneer Square Labs head to head
portfolio size, rounds, entry stages, themes and the companies both backThree or more firms at once: portfolio overlap.
Recent portfolio activity
when companies last raised with Pioneer Square Labs| Date | Company | Stage |
|---|---|---|
| 19 May 2026 | Seed | |
| 5 May 2026 | Seed | |
| 13 Feb 2026 | Seed | |
| 17 Nov 2025 | Seed | |
| 14 Nov 2025 | Seed Led | |
| 15 Sept 2025 | Seed Led | |
| 17 Jul 2025 | Series B |
Round details for Pioneer Square Labs
Amounts, full round histories and every co-investor in Pioneer Square Labs' rounds are on Fundup AI. VCinfo covers investors and their portfolios.
Portfolio
46 companies checked against their own sites| Company | What it does | Themes | First round with it | Evidence |
|---|---|---|---|---|
| The company provides an open-source multi-agent AI framework for building and orchestrating systems of AI agents | AI & Machine LearningEnterprise Software | Portfolio page | ||
Healthcare & Biotech | Portfolio page | |||
| Archera helps companies manage and save on cloud and AI commitments with flexible terms and guaranteed savings | AI & Machine LearningFintech | Portfolio page | ||
| Arrived allows users to buy, sell, and own shares of real estate. | Real Estate & ConstructionFintech | Portfolio page | ||
| BigBox VR creates multiplayer VR games, including a squad-based VR battle royale called POPULATION: ONE. | GamingEnterprise Software | Portfolio page | ||
| BluePill builds AI Consumer Panels for instant insights | AI & Machine LearningConsumer | Nov 2025Seed | Page + round | |
| Boltive verifies creatives and inventory before autonomous systems act to ensure confident transactions at scale | CybersecurityMedia & Entertainment | Portfolio page | ||
| Boundless helps individuals and businesses with immigration processes and related legal support. | Legal & ComplianceHuman Resources | Portfolio page | ||
| The company manages supply chain compliance for its clients. | Industrial & Manufacturing | Feb 2026Seed | Page + round | |
| Dance Church offers dance classes in various cities | Enterprise SoftwareHealthcare & Biotech | Portfolio page | ||
| Dropzone AI develops AI agents for alert triage and threat hunting in security operations | CybersecurityAI & Machine Learning | Jul 2025Series B | Page + round | |
| Empwr provides AI project management for cross-functional teams | AI & Machine LearningEnterprise Software | Portfolio page | ||
| Enzzo accelerates product innovation for hardware teams through various stages of development | AI & Machine LearningEnterprise Software | Portfolio page | ||
| Ever.green sells and buys High-Impact RECs for sustainability teams | EducationE-commerce & Marketplaces | Portfolio page | ||
| The company provides an AI workbench for safety-critical new product introduction (NPI). | Healthcare & Biotech | Portfolio page | ||
| Copper is a company that operates a rewards platform where users can earn money by trying new games, scanning receipts, and completing offers. | FintechGaming | Portfolio page | ||
| Lev operates on an infinite canvas, giving founders a space to explore and refine ideas with the same structure and creativity as a real team session. | EducationAI & Machine Learning | Portfolio page | ||
| Glue revolutionizes product testing, validation, and verification to deliver products to market faster. | Industrial & Manufacturing | Portfolio page | ||
| Gumshoe monitors how AI models talk about a brand and provides tools to shape the conversation | AI & Machine LearningMedia & Entertainment | Nov 2025Seed | Page + round | |
| HouseWhisper provides an AI platform for real estate teams to nurture and route leads | Real Estate & ConstructionAI & Machine Learning | Portfolio page |
About this data
site last read 5 Nov 2026- Site
- psl.com
- Last read
- 5 Nov 2026
- Watching since
- 5 Nov 2026
- Rounds since
- 17 Jul 2025
- Companies checked
- 46
Rates come from what VCinfo has observed since observation_start. Firms tend to remove companies that closed, so early rates understate reality. A company leaving a portfolio page does not mean it closed or exited. An unreachable site means our checks failed, nothing more.
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