Episode 443

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Published on:

10th Nov 2025

Why Buyer Enablement Beats Sales Enablement with Rory Sadler

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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Show artwork for Make It Happen Mondays - B2B Sales Talk with John Barrows

About the Podcast

Make It Happen Mondays - B2B Sales Talk with John Barrows
John Barrows helps sales leaders decide whether to replace or rebuild their teams for the AI era. Drawing on 25+ years with Salesforce, LinkedIn, Google, and Amazon. Weekly tactics and guests to help you sell at a consistently high level.
John Barrows helps sales leaders decide whether to replace or rebuild their teams for the AI era, drawing on 25+ years working with Salesforce, LinkedIn, Google, and Amazon. He advises CROs and VPs of Sales on AI readiness, team structure, and go-to-market strategy. He trains sales teams on the fundamentals that drive consistent performance, with or without AI.