Ben Gilbert is the co-founder and former managing director of Seattle-based Pioneer Square Labs (PSL). See sector focus, stage focus and contact routes.
Ben Gilbert is the co-founder and former managing director of Seattle-based Pioneer Square Labs (PSL), a startup studio and venture firm where he now serves as a venture partner. His investment thesis targets technology companies, with a strong bias toward software, across any stage or geography, though the firm is rooted in Seattle. PSL Ventures typically writes checks ranging from $500,000 to $3 million and often leads investments in its portfolio companies. Notable portfolio companies include the productivity app SeizeTheDay, which Gilbert originally built as an entrepreneur, as well as startups he has helped recruit personnel for through PSL’s studio model. Gilbert is widely recognized as the co-host of the “Acquired” podcast, a long-form show analyzing the history and business strategies of major companies that has over half a million listeners and ranked as the #1 Technology show on Apple Podcasts and Spotify. His distinctive point of view centers on deep, narrative-driven case studies of company building, which he shares publicly through his podcast rather than traditional investment memos or blogs.
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