Maynard Webb is the founder and managing partner of Webb Investment Network (WIN). See portfolio, sector focus and contact routes.
Maynard Webb is the founder and managing partner of Webb Investment Network (WIN), an early-stage venture capital firm he launched in 2010 to formalize his angel investing after serving as eBay’s COO, Yahoo!’s chairman, and LiveOps’ CEO [1][3][7]. WIN focuses on seed rounds and selective follow-ons, investing primarily in cloud and other technology sectors where Webb has deep operational expertise, with a geographic focus on Silicon Valley and the broader U.S. tech ecosystem [2][8]. The firm typically makes seed investments and acts as a supportive partner rather than always leading, leveraging Webb’s network to empower founders [7][8]. Notable portfolio companies include Salesforce (where Webb is a board member and early investor), Visa (board member), Okta (angel round in 2009), and Everwise (co-founder and board member) [1][4][7]. Webb distinguishes himself through public writing, authoring the *New York Times* bestsellers *Rebooting Work* and *Dear Founder*, which offer practical advice to entrepreneurs on leadership, scaling, and work transformation [1][8][11]. His investment philosophy centers on hands-on, collaborative support grounded in 40 years of technology executive exp
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