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. 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. 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. The firm typically engages in secondary direct offerings that allow existing shareholders, particularly employees, to sell shares to new investors. Notable portfolio companies include Airbnb, Spotify, and Uber, which benefited from G Squared’s secondary market strategy. 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. He has publicly described his investment philosophy as “firing a rifle to calibrate a cannonball,” reflecting a discipl
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