Greg Gottesman
Greg Gottesman is a board member at Boundless Immigration, Ever.green, Gumshoe AI, and Joon Care, and serves as a board observer at Shipium. He co-founded Pioneer Square Labs, which is still running, and previously co-founded Rover.com.
Yifan Zhang announces AI House Demo Day: 25 teams pitched in Seattle with 42 investors attending
AI House held its first AI House Demo Day in Seattle where 25 teams (half portfolio companies) presented to an audience that included 42 investors; founders, investors, and organizers connected through pitches, meetings, and events around the day.
Lev names startup veteran Jay Bartot as CTO to build its ‘AI co-founder’ and productize PSL playbook
Lev, a Pioneer Square Labs spinout building an 'AI co-founder' for entrepreneurs, named veteran startup builder Jay Bartot as CTO to help productize the venture-studio playbook and launched Lev Learn, a free guide to startup terminology.
Robbie Cape Launches The Instrument to Disrupt Trillion-Dollar Insurance Industry with Pioneer Square Labs Backing
Seattle entrepreneur Robbie Cape is launching The Instrument, a new startup backed by Pioneer Square Labs, to disrupt the trillion-dollar insurance industry. After a nine-month job search and drawn by the sector's complexity and financial potential, Cape aims to build generational wealth unlike his previous mission-driven ventures.
By Greg
Tom Alberg Remembered as Influential Mentor and Venture Capitalist Who Empowered Seattle Entrepreneurs
Tom Alberg was a deeply curious, humble, generous, and kind mentor who profoundly influenced the Seattle tech community and venture capital world. He empowered young entrepreneurs with trust and wisdom, helping build Madrona and Perkins Coie LLP into industry leaders while delighting in others' successes.
Organizations
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Gumshoe AI Board Member 2025–present · current
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Shipium Board Observer 2025–present · current
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SingleFile Board Member 2024–present · current
Education
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Harvard Business School MBA, with Honors and Distinction · 1995–1998
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Harvard Law School JD, with Honors; Editor, Harvard Law Review · 1994–1998
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Stanford University Bachelor of Arts (A.B.), Phi Beta Kappa, with Honors and Distinction, Political Science and Government · 1988–1992
