Geoff Entress is the Co-Founder and Managing Director of Pioneer Square Labs (PSL). See portfolio, sector focus and contact routes.
Geoff Entress is the Co-Founder and Managing Director of Pioneer Square Labs (PSL), a Seattle-based startup studio and venture firm where he previously served as a venture partner at Voyager Capital and Madrona Venture Group[2][5][9]. His investment thesis targets early-stage technology companies, specifically focusing on seed-stage deals in sectors like artificial intelligence, B2B software, developer tools, and consumer internet[3][5]. PSL typically invests check sizes ranging from $500,000 to $3 million at the seed stage, with Entress personally backing over 200 early-stage private companies as an active angel investor[3][5]. Notable portfolio companies he backed include Redfin, which went public, and Auth0, which was acquired by Okta for $6.5 billion, alongside Zulily and Isilon Systems[4]. Entress is recognized as one of the most prolific early-stage investors in the Pacific Northwest, having shaped significant regional startup wins while holding board seats at firms like Hiya and LiquidPlanner[4][5][9]. He maintains a distinctive focus on helping founders scale software and internet businesses, drawing on decades of experience in the Pacific Northwest technology ecosystem[3][
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