How Salesforce’s GM of Trailhead Is Building the Step-by-Step Playbook for AI Transformation

The Product Podcast

In this episode, Carlos Gonzalez de Villaumbrosia sits down with Meredith Brown, SVP and GM of Trailhead at Salesforce, the global CRM leader trusted by over 150,000 enterprises and powering customer success for the world’s most influential brands. Meredith, a former Chief Product Officer turned product-led community builder, now leads Trailhead—the platform that has upskilled nearly 10 million learners worldwide—on a mission to shape the agentic enterprise era.

A veteran product executive, Meredith shares how Salesforce is redefining workforce transformation through free, AI-driven learning and peer-to-peer community engagement. She explains how her team measures success not in revenue, but in customer adoption and ROI—bridging the gap between skilling, real-world application, and business value. From internal dashboards that track AI tool usage to gamified certifications like Agent Blazer Champion, Meredith reveals what it takes to drive enterprise-wide AI adoption at scale and sustain a true culture of continuous learning.

What you’ll learn:

• How Salesforce is preparing every employee—and customer—for the agentic enterprise.
• The metrics and dashboards that connect AI adoption to business impact.
• Why community-led learning drives faster enterprise transformation than traditional training.
• How to create scalable, human-centered AI upskilling programs in your own organization.

Key Takeaways

• AI Transformation at Scale: Salesforce’s playbook for skilling millions through Trailhead.
• Adoption Meets ROI: How AI literacy translates into measurable customer success.
• The Future is Agentic: Why the next frontier of product leadership blends human creativity with AI collaboration.

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Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Meredith Brown