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Geoff Entress is a Co-Founder and Managing Director at Pioneer Square Labs, a startup studio and venture capital firm based in Seattle, Washington. Before launching the firm in 2015, he served as a Venture Partner at Madrona Venture Group and managed early-stage technology portfolios. As a highly active angel investor in the Pacific Northwest technology ecosystem, he has personally backed over 200 early-stage private companies. Entress currently holds board seats at several regional startups, including Hiya, and serves on advisory boards for Carnegie Mellon University. He began his professional career as a securities lawyer at Perkins Coie after earning degrees from the University of Michigan Law School and the Tepper School of Business. His current investment focus centers on early-stage technology companies across the B2B software, developer tools, artificial intelligence, and consumer internet sectors.
Geoff Entress is a highly respected figure in the Pacific Northwest's technology and venture capital ecosystem, known for his keen eye for innovation and his instrumental role in fostering successful startups. As a co-founder and Managing Director at Pioneer Square Labs (PSL), Entress is at the forefront of a unique model that combines a startup studio with a venture capital fund. At PSL, he is deeply involved in the ideation, validation, and launch of new companies, working closely with entrepreneurs to transform promising concepts into viable businesses. His leadership helps guide PSL's strategy in identifying market gaps and building solutions from the ground up, often leading to significant spin-outs and successful funding rounds for these nascent ventures.
Entress's investment focus at PSL and throughout his career centers on early-stage technology companies with high growth potential. He has a broad interest across various sectors, including enterprise software (SaaS), artificial intelligence and machine learning, developer tools, future of work solutions, and select consumer technology plays. His approach emphasizes strong founding teams, disruptive technologies, and scalable business models. This strategic focus has enabled him to back companies that have gone on to achieve significant market presence and valuations.
Before co-founding Pioneer Square Labs, Geoff Entress built an impressive career marked by extensive experience in venture capital and angel investing. He served as a Venture Partner at Madrona Venture Group, one of the leading venture capital firms in the Pacific Northwest, where he contributed to numerous successful investments. Prior to Madrona, he was a co-founder of Voyager Capital, another prominent venture firm. His early career also included roles in law and business development, providing him with a comprehensive understanding of both the legal and commercial aspects of building and scaling companies. This diverse background has equipped him with a unique perspective on company formation and growth.
Geoff Entress is also renowned for his prolific angel investing activities, having supported dozens of startups over the years. His portfolio of notable investments includes some of the region's most successful technology companies. He was an early investor in companies like Remitly, a leading digital remittance service; Rover, a popular pet-sitting and dog-walking marketplace; Redfin, an innovative real estate brokerage; Smartsheet, a work management platform; Auth0, an identity management platform acquired by Okta; and Outreach, a sales engagement platform. These investments highlight his consistent ability to identify and support companies poised for significant impact and growth, solidifying his reputation as a visionary investor in the tech landscape. His continued work at Pioneer Square Labs further cements his legacy as a key architect of the Pacific Northwest's vibrant startup economy.
Geoff Entress is a co-founder and Managing Director at Pioneer Square Labs (PSL), a Seattle-based startup studio and venture capital firm. He is a highly experienced and prolific early-stage technology investor, known for his instrumental role in building and funding successful startups in the Pacific Northwest.
Geoff Entress primarily invests in early-stage technology companies with high growth potential. His investment focus areas include enterprise software (SaaS), artificial intelligence, machine learning, developer tools, future of work solutions, and select consumer technology companies.
Geoff Entress works as a Managing Director and co-founder at Pioneer Square Labs (PSL), a startup studio and venture capital firm located in Seattle, Washington.
