Why Your Outbound Sucks (and How to Fix It) with Kyle Coleman

12/08/2025 55 min
Why Your Outbound Sucks (and How to Fix It) with Kyle Coleman

Listen "Why Your Outbound Sucks (and How to Fix It) with Kyle Coleman"

Episode Synopsis

In this episode of Unf*ck My Startup, Adam Robinson and Pete Crowley welcome Kyle Coleman, Global VP of Marketing at ClickUp, to dive into why outbound isn’t dead—but your outdated playbook is.We cover:-Why most outbound fails in 2025-How buyer behavior has shifted-Real talk on cold outreach (and how to actually get responses)-The “Pitch Slap” live segment where founders try to out-book last week’s record of 35 demos-How Adam’s team is running their entire business with AI for 7 days straightPacked with tactical takeaways, hilarious moments, and some brutally honest sales talk, this episode is a must-watch for founders, marketers, and anyone tired of stale sales strategies.📌 Follow Kyle on LinkedIn: https://www.linkedin.com/in/kyletcoleman/ 📌 Get Adam’s AI playbook: https://www.rb2b.com/aiFind out morehttps://www.linkedin.com/in/retentionadam/https://www.youtube.com/@retentionadamhttps://www.rb2b.com/