Larry Aschebrook is the Founder and Managing Partner of G Squared. See contact routes.
Larry Aschebrook is the Founder and Managing Partner of G Squared, a venture capital firm he established in Chicago in 2011 after a decade of fundraising for university athletics [2][4][6]. His investment thesis targets growth-stage technology companies, with a distinctive focus on secondary market investments and liquidity solutions for private firms that remain public longer [2][7]. G Squared provides both primary growth capital and transitional liquidity, operating across North America and Europe in sectors including fintech, SaaS, e-commerce, cybersecurity, and machine learning [7]. The firm typically engages in secondary direct offerings that allow existing shareholders, particularly employees, to sell shares to new investors [8]. Notable portfolio companies include Airbnb, Spotify, and Uber, which benefited from G Squared’s secondary market strategy [8]. Aschebrook distinguishes his approach by prioritizing distributed-to-paid-in capital (DPI) as a key performance metric and emphasizing that his strategy helps employees, not just founders, realize value [8]. He has publicly described his investment philosophy as “firing a rifle to calibrate a cannonball,” reflecting a discipl
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