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Trumpet Launches Industry's First AI Deal and Engagement Coach; Casey 

Casey is an always-on AI Deal + Engagement Coach that lives directly inside trumpet Pods. It analyses live buyer engagement and translates signals into tailored coaching, giving sellers the insight and confidence to take the right next step.

Rory Sadler
October 2, 2025
October 2, 2025
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Casey is an always-on AI Deal + Engagement Coach that lives directly inside trumpet Pods. It analyses live buyer engagement and translates signals into tailored coaching, giving sellers the insight and confidence to take the right next step.
Rory Sadler
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From pipeline blind spots to stalled deals, trumpet’s AI helps revenue teams stay ahead of risks, drive stronger engagement, and close faster - while enabling sellers to focus on what matters most: building relationships.

Trumpet’s Casey AI represents the next evolution of Digital Sales Rooms, moving beyond static dashboards to real-time coaching inside the deal itself.

A first-of-its-kind coach, built into every Pod

Casey is an always-on AI Deal + Engagement Coach that lives directly inside trumpet Pods. It analyses live buyer engagement and translates signals into tailored coaching, giving sellers the insight and confidence to take the right next step.

Instead of simply reporting on what’s already happened, Casey helps sales teams spot risks before they stall, uncover missing stakeholders, and know exactly how to re-ignite momentum.

Key capabilities include:

  • Deal Health Snapshot: Red/Amber/Green status + stall risk detection

  • Coach Advice: Tailored recommendations to keep deals moving

  • Next Steps: Actionable strategies to re-engage stakeholders

  • Stakeholder Coverage: See which functions or decision-makers are missing

  • Heat Signals: Spot which execs are leaning in, and who’s silent

  • Play-by-Play Coaching: Real-time advice on how to expand and strengthen engagement

"AI in sales has always promised insights, but too often it stops at dashboards and reports. With Casey, we’ve built the first AI coach that actually lives inside where your your deals are happening - your digital sales room. Helping sellers and managers act in the moment, not after the fact,"

said Rory Sadler, CEO and Co-Founder of trumpet.

"This is a fundamental shift. For the first time, technology isn’t just supporting sales teams, it’s actively coaching them. That means faster deal cycles, stronger coverage, and more predictable revenue."

Why this matters

Until now, sales technology has focused on tracking deals, often leaving managers and reps buried in analysis and guesswork. 

Casey changes that. By combining proven sales methodologies like MEDDICC and Challenger with live Pod engagement signals, Casey delivers actionable coaching to every AE, on every deal.

This evolution redefines what’s possible for revenue teams:

  • Managers can spend less time dissecting dashboards and more time enabling their teams.

  • Reps get deal-specific coaching, without waiting for their next 1:1.

  • Businesses gain more predictable pipelines and faster time-to-close.

The next evolution of revenue technology

Casey marks the first step in trumpet’s AI roadmap, where Digital Sales Rooms become not just a space to share content, but a revenue operating system that coaches teams, guides strategy, and accelerates outcomes.

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