The Struggle Huddle

Struggle Huddle #5: Jess Cook


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Head of Marketing at Vector, Jess Cook, drops in for a joyful, very Midwestern chat about building a brand people actually like. We trace her arc from writing jokes on McDonald’s Happy Meal boxes to directing video, running the iconic Cottonelle “Roll Poll,” and then leaping into B2B at Fastly. Jess unpacks why brand is the rising tide, how Vector builds in public with founder and team personas, and why marketing to marketers demands real originality. We also talk confidence, leadership, and keeping receipts for tough days. If you’ve felt allergic to “best practices” and crave marketing that’s human, funny, and effective, this one will light you up.

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The Struggle HuddleBy Em Thomas