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The B2B Playbook

#218: Why Being Funny in B2B Marketing is a Serious Brand Strategy (and How To Do It!) - Deadpan's Luke Winter

The B2B Playbook · 2026-02-08 · 45 min

Episode notes

Most B2B content looks polished. But almost none of it gets remembered. In this episode, we break down why humour isn’t a creative risk in B2B. It’s a strategic advantage. We’re joined by Luke Winter, founder of Deadpan and one of the few people proving that B2B marketing with humour drives memory, brand lift, and real revenue. Luke shares how a single funny B2B video generated over $300K in sales, why AI-generated content is creating sameness, and how brands can use comedy frameworks to stand out without needing a massive budget.

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