Pioneer Square Labs (PSL) is a Seattle-based startup studio and venture capital fund founded in 2015. It builds technology companies from scratch through its studio program and invests in early-stage, tech-driven companies primarily in the Pacific Northwest across B2B, consumer, fintech, sustainability, and digital health.
Deal activity decreased year-over-year (2 deals in the last 12 months vs 3 prior). Their most common stage is seed (49% of deals). Average disclosed round size is $12.5M (across 45 rounds with reported amounts).
Portfolio
39
Fund Size
$100M
Top Stage
Seed
Last 12 Mo
2
Team
Portfolio Breakdown
Stage Distribution
Sector Distribution
Investment Activity
DealsAvg Round Size
Portfolio
53 investments
| Company | Round | Amount | Date |
|---|---|---|---|
| SStarfish | Series B | $100M | Apr 2026 |
| BBluePill | Seed | $6M | Nov 2025 |
 Dropzone | Series B | $37M | Jul 2025 |
| DDropzone AI | Series B | $37M | Jul 2025 |
 Zucca | Seed | — | Jul 2025 |
| HHouseWhisper AI | Seed | $6.7M | Jan 2025 |
 Outgo | Series B | $15M | Sep 2024 |
 Archera | Series B | $17M | Jul 2024 |
 Overland AI | Seed | $10M | May 2024 |
 Enzzo | Seed | $3M | Mar 2024 |
| HHouseWhisper AI | Pre-Seed | — | Jan 2024 |
| DDropzone AI | Seed | — | Aug 2023 |
 Felix & Fido | Pre-Seed | $4M | Mar 2023 |
 Starfish Space | Series A | $14M | Mar 2023 |
| SStarfish | Series A | — | Mar 2023 |
 LifeAt | Unknown | $3M | Feb 2023 |
 Maximal Learning | Seed | $5.7M | Jan 2023 |
| Dropzone | Seed | — | Jan 2023 |
 TrovaTrip | Series A | $15M | Sep 2022 |
 Sofy | Seed | $7.8M | Aug 2022 |
 Shipium | Series A | $27.5M | Apr 2022 |
 Satellite.im | Seed | $10.5M | Jan 2022 |
| TrovaTrip | Seed | $15M | Jan 2022 |
 Dance Church | Seed | $4.7M | Oct 2021 |
 Copper Banking | Seed | $13.3M | Oct 2021 |
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Top Co-Investors
Trilogy Equity Partners7 shared
Decibel6 shared
In-Q-Tel6 shared
MaC Venture Capital5 shared
NFX5 shared
Ascend4 shared
Madrona Venture Group4 shared
Toyota Ventures3 shared
Insight Partners3 shared
Wireframe Ventures3 shared
Founders' Co-op3 shared
Two Sigma Ventures3 shared
Gaingels3 shared
Voyager Ventures2 shared
Shasta Ventures2 shared
Threshold Ventures2 shared
Elevate Ventures2 shared
Portland Seed Fund2 shared
Oregon Venture Fund2 shared
Earlybird Venture Capital2 shared
Last updated: 20 October 2026