ironport
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Scott Weiss
Scott Weiss is a Silicon Valley veteran who was employee #13 at Hotmail, co-founded and sold IronPort Systems to Cisco for $830 million, and joined Andreessen Horowitz as its fourth general partner in 2011. Known for candid writing about leadership, parenting, and the hard trade-offs of startup life, he stepped back from new investments at a16z in 2016 to prioritize family before his three children left for college.
Scott Banister
Scott Banister is a serial entrepreneur and prolific angel investor who co-founded IronPort Systems (acquired by Cisco for $830M), was the first outside investor in PayPal, and is credited by insiders with conceiving the paid keyword search advertising model that spawned the entire Google AdWords ecosystem. With 100+ investments spanning Uber, SpaceX, DeepMind, Facebook, and Affirm - most at seed stage - he is one of the most consequential yet least-known members of the PayPal Mafia.