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November 10, 2025 54 mins

This week on Make It Happen Mondays, John sits down with Rory Sadler, Co-founder and CEO of trumpet, the leading digital sales room platform helping companies like GongHubSpot, and Personio increase sales velocity by transforming the buying experience.

Before founding trumpet, Rory spent years on the front lines of SaaS sales—first as an individual contributor, then leading global teams at Hotjar. Along the way, he saw firsthand just how painful and chaotic buying software had become—and made it his mission to fix it.

In this episode, Rory shares the aha moment that led to building trumpet, his early entrepreneurial grit (selling sweets and DJing as a teen), and why entrepreneurship is way different than just working at a startup. We also dive into:

  1. Why buyer enablement is the new sales enablement
  2. How mutual action plans build real trust and alignment
  3. What sellers are still getting wrong about personalization
  4. The massive opportunity in simplifying complex buying decisions

If you’re in sales, RevOps, or just care about delivering a smoother, faster, and more human buying experience, this episode will hit home.

Are you interested in leveling up your sales skills and staying relevant in today’s AI-driven landscape? Visit www.jbarrows.com and let’s Make It Happen together!

Connect with John on LinkedIn: https://www.linkedin.com/in/johnbarrows/

Connect with John on IG: https://www.instagram.com/johnmbarrows/

Check out John's Membership: https://go.jbarrows.com/pages/individual-membership?ref=3edab1

Join John's Newsletter: https://www.jbarrows.com/newsletter

Connect with Rory on LinkedIn: https://www.linkedin.com/in/rory-sadler-trumpet/ 

Connect with Trumpet on LinkedIn: https://www.linkedin.com/company/sendtrumpet/

Check out Rory's Website: https://www.sendtrumpet.com/

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