- Recent Funding
- Investors
- Pioneer Square Labs
Pioneer Square Labs portfolio
Pioneer Square Labs has 2 portfolio companies on record at Recent Funding.
About this page
Its most recent investment on record is Dropzone AI's $37M Series B+ round in September 2025, alongside Theory Ventures, Decibel Partners, Madrona and 1 other. By category, its portfolio leans toward AI agents (2) and Cybersecurity (1).
What Pioneer Square Labs invests in
- AI agents · 2 · 100%
- Cybersecurity · 1 · 50%
- Commerce and retail · 1 · 50%
How Pioneer Square Labs invests
| Stage | Deals | Capital in rounds |
|---|---|---|
| Series B+ | 1 100% | $37M |
Pioneer Square Labs portfolio companies
DDropzone AI$37MSeries B+ · Sep 2025
GGumshoe AIbacker
| Company | Round with Pioneer Square Labs | Total raised | Latest raise |
|---|---|---|---|
AI agents |
Series B+ · $37M | $57.35M | Sep 4, 2025 Series B+ |
AI agents |
backer | undisclosed | May 7, 2025 Pre-seed |
Most frequent co-investors
MMadrona1 shared round · last Sep 4, 2025
IIQT1 shared round · last Sep 4, 2025
TTheory Ventures1 shared round · last Sep 4, 2025
DDecibel Partners1 shared round · last Sep 4, 2025
Similar investors
EEmbedding VC2 companies · 1 deal in 12 mo
Iidentity.vc2 companies · 1 deal in 12 mo
BBicycle Capital3 companies · 2 deals in 12 mo
GGood Capital3 companies · 1 deal in 12 mo- NNonfiction Capital1 company · 1 deal in 12 mo
CClaypond Capital5 companies · 3 deals in 12 mo
Investors whose portfolios on Recent Funding center on the same category (AI agents).
How this is counted
Share is of the 1 round on Recent Funding that name Pioneer Square Labs. Rounds with no announced date are left out of the year split, and "round" is a round whose stage is not on file.
Portfolio companies are the companies on Recent Funding with a round that lists Pioneer Square Labs, which is a subset of its real portfolio. API: /api/v1/investors/pioneer-square-labs (get a free API key). More: the most active VC firms and new venture capital funds.