Drew Madison

2× Founding Seller | Winning Enterprise Customers Before There’s a Playbook

DMM Digital Venturesex-AdRollex-TechTarget

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I'm a 2× Founding Seller (one exit, one pre-seed to Series C) who builds repeatable enterprise revenue before there's a playbook. I closed the first 150 customers at Automox, building the GTM engine from zero.

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Before that, I built and led AdRoll's NYC Mid-Market business as the company scaled from $10M to $200M+ in After founding, selling and leading teams, I keep coming back to the early stage, where every customer has to be Outside of work, you'll usually find me in the mountains around Boulder, preparing for an endurance event that sounded like a good idea at the time. Right now, I'm training for the Grand Traverse ultra from Crested Butte to Aspen in September.