Pioneer Square Labs operates as both a startup studio and a venture capital firm, focusing on building and investing in early-stage technology companies. Their strategy involves actively ideating, validating, and launching new ventures, while also providing pre-seed, seed, and Series A funding to technology-driven startups, primarily within the Pacific Northwest.
67% of their portfolio is in AI. Their most common stage is seed (67% of deals).
Portfolio
3
Fund Size
$250M
Top Stage
Seed
Last 12 Mo
1
Portfolio Breakdown
Stage Distribution
Sector Distribution
Investment Activity
DealsAvg Round Size
Portfolio
3 investments
| Company | Round | Amount | Date |
|---|---|---|---|
| DDropzone AI | Series B | $37M | Jul 2025 |
 Overland AI | Seed | $10M | May 2024 |
| TTin Can | Seed | — | — |
Top Co-Investors
Point72 Ventures1 shared
Shasta1 shared
Voyager Ventures1 shared
Cubit Capital1 shared
Madrona Venture Group1 shared
Decibel1 shared
IQT1 shared
Greylock Partners1 shared
Last updated: 28 April 2026