
The Product Podcast How Salesforce’s GM of Trailhead Is Building the AI Transformation Playbook
Oct 13, 2025
Meredith Brown, SVP and GM of Trailhead at Salesforce, leads the charge in AI-driven upskilling for enterprises. In this discussion, she reveals how community-led learning accelerates AI adoption and how Salesforce is redefining workforce transformation with free learning models. Meredith shares insights on creating scalable upskilling programs, emphasizing metrics that connect AI tools to business impact. The talk also covers building agent-ready workflows, hiring AI talent, and fostering a culture of continuous learning to drive enterprise success.
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Make Skilling Free To Drive Adoption
- Do offer free, role-tailored skilling so customers reach value quickly and drive adoption.
- Use free community learning to lower friction and accelerate ROI for your platform.
Stage Training To Force Real Value
- Segment training into staged journeys: Champion, Innovator, Legend to move from literacy to ROI.
- Progression forces real-world use cases and continual optimization after deployment.
Trailhead Was Customer Zero For Learning Agents
- Meredith used Trailhead as customer zero by deploying a learning agent to act as a sidekick for learners.
- The team iterated several times after initial rollouts to improve grounding and corpus coverage.
