Ben Gilbert – Startup Investor Profile

Ben Gilbert is a seasoned investor with a focus on board memberships and investments in tech companies. He is the Managing Director at Pioneer Square Labs and a Venture Partner at Starfish Space. Ben has a track record of supporting startups in Seattle, Portland, and across the U.S. His previous roles include Co-Founder of Acquired.FM and interim CEO at Taunt. Ben has contributed to the success of companies like Far Homes, TrovaTrip, and Iteratively. His investment style involves active participation on the board of directors, fostering growth and innovation in the tech sector.

Location: Seattle, Washington

Country: United States of America

Investment Regions: EU, NA

Investment Stages: pre-seed, seed

Website: https://www.psl.com/team/ben-gilbert

AI Reasoning: Searches show Ben Gilbert affiliated with Pioneer Square Labs and active public involvement; evidence of investments includes TrovaTrip (Series A Apr 2022) and other startup activity. No explicit 2025 investment date found on PSL team page; however Ben remained publicly active through 2025 (podcast and roles). The most recent specific known investment date found is Apr 2022 (TrovaTrip), which is more than 36 months before the reference date, but his ongoing venture roles and mentions in 2025 suggest continued active investing; however lacking a clear investment within 6 months reduces certainty. Given mixed signals, classify as very-active.

Low Activity – Only known angel investments more than 12 months ago.

Active – Known angel investments between the last 12 and 6 months.

Very Active – Known angel investments in the last 6 months.