Andy Weissman, Union Square Ventures

Union Square Ventures (USV) is navigating a generational leadership transition as partners Andy Weissman and Albert Wenger assume management responsibilities from founders Fred Wilson and Brad Burnham. This shift highlights the challenges of institutionalizing a firm while preserving its core thesis-driven identity and disciplined, small-fund structure. Maintaining a consistent investment process provides essential guide rails for navigating market uncertainty, even as the firm experiments with new asset classes like blockchain and token-based investments. Rather than relying on rigid flowcharts, the firm prioritizes diverse viewpoints and collaborative decision-making to identify transformational opportunities. The conversation underscores the necessity of evolving beyond a founder-centric model to ensure long-term viability, while balancing the inherent tension between institutional stability and the constant search for the next disruptive "new, new thing" in technology.