In this episode of Selling the Cloud, Stephen Messer, Co-Founder of Collective[i], joins Mark Petruzzi and KK Anderson to challenge outdated sales systems and thinking—starting with the traditional CRM mindset.

Stephen shares why CRM is no longer enough to keep up with how modern B2B buyers actually buy, and how AI, agile selling, and real-time intelligence are enabling sales organizations to operate with precision, speed, and adaptability. If your team is still relying on lagging indicators to drive revenue, this conversation is a must-listen.

What You’ll Learn:

• Why CRMs Fall Short: How today’s buying environments outpace static, backward-looking CRM data.
• AI’s Role in Sales Agility: How machine learning and predictive intelligence change how reps prepare, forecast, and engage.
• Modern Buyer Behavior: Why linear sales cycles are dead and what sellers need to do to stay relevant.
• Real-Time Revenue Intelligence: How agile systems give sellers an edge by tracking live signals, not just past activities.
• Breaking Old Habits: What it really takes to shift from CRM dependence to a future-forward, AI-enhanced GTM approach.

Key Topics:

• CRM limitations in today’s sales environment
• How AI enhances human selling, not replaces it
• The evolution of sales ops and forecasting
• Agile frameworks in B2B sales
• The speed and complexity of modern buying journeys
• Building a responsive, data-informed sales organization

Guest Spotlight: Stephen Messer

Stephen is Co-Founder and Vice Chairman of Collective[i], a platform that delivers AI-powered insights for enterprise sales organizations. A serial entrepreneur and digital innovator, Stephen brings deep insight into how technology and data can transform sales performance.

Resources & Mentions:

• Company: Collective[i]
• Topics: AI in sales, agile revenue systems, sales enablement tech
• Recommended Reading: The JOLT Effect, The Challenger Sale, Predictable Revenue

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