Pioneer Square Investment Advisor, LLC
Emerging managerSEC exempt reporting adviser (venture capital exemption).
- Website
- HTTP://WWW.PSL.COM
- HQ
- WA
Pioneer Square Labs is a startup studio and venture capital fund that partners with founders to build world-changing companies. Its team includes managing directors Greg Gottesman and Vivek Ladsariya, along with partners, principals, and operating staff. Its portfolio includes companies such as Tin Can, Far Homes, Otis, Archera, Starfish Space, TrovaTrip, Iteratively, Copper Banking, Sentinel Healthcare, Super.AI, and BigBox VR.
01 · Says / Does
| Tag | Says | Does | Historically (to 2020) |
|---|---|---|---|
| Stages | Not stated | Not enough dated deals | Seed, Series A |
| Sectors | Not stated | Not enough dated deals | Construction and proptech, Media |
| Regions | Not stated | Not enough dated deals | WA |
Says: what the firm's funds state. Does: from 0 dated deals in the last 24 months.
Historical focus (through 2020), derived from historical deal data.
| Year | Deals | Top sectors |
|---|---|---|
| 2017 | 1 | Construction and proptech, Insurtech |
| 2018 | 10 | AI applications, Edtech, Media |
| 2019 | 6 | Ecommerce, Govtech, Construction and proptech |
| 2020 | 1 | Devtools |
Stage mix over time
- Pre-seed
- Seed
- Series A
- Series B
- Growth
| Year | Pre-seed | Seed | Series A | Series B | Growth |
|---|---|---|---|---|---|
| 2018 | 0 | 7 | 2 | 0 | 0 |
| 2019 | 0 | 5 | 1 | 0 | 0 |
| 2020 | 0 | 1 | 0 | 0 | 0 |
| 2021 | 0 | 0 | 0 | 0 | 0 |
| 2022 | 0 | 0 | 0 | 0 | 0 |
| 2023 | 0 | 0 | 0 | 0 | 0 |
| 2024 | 0 | 0 | 0 | 0 | 0 |
| 2025 | 0 | 0 | 0 | 0 | 0 |
| 2026 | 0 | 0 | 0 | 0 | 0 |
02 · Fund history
| Fund | Year | Size | Status |
|---|---|---|---|
| AIStudio Fund, L.P. | 2024 | $7.5M (Form D) | Open, writing first checks |
| PIONEER SQUARE VENTURES FUND II, L.P. | 2021 | $93.31M to $100M (Form D and SEC adviser filing) | Follow-ons only |
03 · People across funds
- BENJAMIN GILBERT
PIONEER SQUARE VENTURES FUND II, L.P. (Named on Form D)
- Geoffrey Entress, Managing Director of the Managing Member of Pioneer Square Labs Holdings III, LLC, General Partner
AIStudio Fund, L.P. (Named on Form D); PIONEER SQUARE VENTURES FUND II, L.P. (Named on Form D)
- Greg Gottesman, Managing Director
AIStudio Fund, L.P. (Named on Form D); PIONEER SQUARE VENTURES FUND II, L.P. (Named on Form D)
- Julie Sandler, Venture Partner
AIStudio Fund, L.P. (Named on Form D); PIONEER SQUARE VENTURES FUND II, L.P. (Named on Form D)
- Thomas McCann, Managing Director of the Managing Member of Pioneer Square Labs Holdings III, LLC, General Partner
AIStudio Fund, L.P. (Named on Form D); PIONEER SQUARE VENTURES FUND II, L.P. (Named on Form D)
- Alex Ray, Principal
AIStudio Fund, L.P. (Team); PIONEER SQUARE VENTURES FUND II, L.P. (Team)
- Andrea Leach, Administration
AIStudio Fund, L.P. (Team); PIONEER SQUARE VENTURES FUND II, L.P. (Team)
- Ben Gilbert, Venture Partner
AIStudio Fund, L.P. (Team); PIONEER SQUARE VENTURES FUND II, L.P. (Team)
- Caitlin Sowers, Product Design
AIStudio Fund, L.P. (Team); PIONEER SQUARE VENTURES FUND II, L.P. (Team)
- Caleb John, Engineering
AIStudio Fund, L.P. (Team); PIONEER SQUARE VENTURES FUND II, L.P. (Team)
- David Zager, Partner
AIStudio Fund, L.P. (Team); PIONEER SQUARE VENTURES FUND II, L.P. (Team)
- Geoff Entress, Venture Partner
AIStudio Fund, L.P. (Team); PIONEER SQUARE VENTURES FUND II, L.P. (Team)
- Malaika Brown, Executive Assistant
AIStudio Fund, L.P. (Team); PIONEER SQUARE VENTURES FUND II, L.P. (Team)
- Matt Wang, Principal
AIStudio Fund, L.P. (Team); PIONEER SQUARE VENTURES FUND II, L.P. (Team)
- Palvi Mehta, Operating Partner / CFO
AIStudio Fund, L.P. (Team); PIONEER SQUARE VENTURES FUND II, L.P. (Team)
- T.A. McCann, Venture Partner
AIStudio Fund, L.P. (Team); PIONEER SQUARE VENTURES FUND II, L.P. (Team)
- Vivek Ladsariya, Managing Director
AIStudio Fund, L.P. (Team); PIONEER SQUARE VENTURES FUND II, L.P. (Team)
04 · Recent deals
No dated deals found yet.
05 · Latest from the firm
No news from the firm's website yet.
06 · Sources
- HTTP://WWW.PSL.COM
- https://www.psl.com/
- https://www.psl.com/feed-posts/seattle-studio-psl-encodes-its-playbook-into-lev-an-ai-co-founder-that-helps-turn-ideas-into-companies
- https://www.psl.com/team
Fund dates and sizes are from SEC Form D filings.
Last verified: Oct 28, 2026