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Bridge the Gap™ by Revenue Reimagined

Episode #107 Why Humor Is the Most Underrated Sales Tool | Will Aitken

30 Jul 2025

Description

Can being funny actually close deals? Will Aitken — viral sales content creator, co-founder of Sales Feed, and CEO of WillAitken.com — joins us to expose why humor, humanity, and just the right amount of chaos might be the deadliest tools in modern sales. We dig into cold outreach tactics that actually work, the myth of the “perfect tone,” why most outbound fails miserably, and how being yourself is more effective than AI-polished pitches.Follow Will - https://www.linkedin.com/in/justwillaitken/PS - huge shout out to Sendoso for sponsoring our show.We could not do this without you.See how Sendoso can help increase pipeline, ROI, and customer retention.ZoomInfo is also a proud sponsor - check them out here!🎁 Lastly, we have a gift for you! We’re tired of seeing people getting critical GTM components wrong. Need help with your ICP, Buyer Persona, and Value Prop? Tired of the shitty “resources” people “give away” to gain followers? We’ve developed a tool that creates your basic GTM Foundations (ICP, BP, abd Value Prop) for you. Snag it here.

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