logo
episode-header-image
Yesterday
39m 23s

How Salesforce’s GM of Trailhead Is Buil...

Product School
About this episode

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.


Social Links:
- Follow our Podcast on Tik Tok here
- Follow Product School on LinkedIn here
- Join Product School's free events here
- Find out more about Product School here

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

Up next
Sep 17
Rubrik CPO on Scaling AI, Cybersecurity & Business Model Transformation | Anneka Gupta | E274
In this episode, Carlos Gonzalez de Villaumbrosia interviews Anneka Gupta, Chief Product Officer at Rubrik, a leading cybersecurity company helping over 5,000 customers, including half of the Fortune 500, protect and manage their data against cyber threats.Under Anneka's leadersh ... Show More
49m 56s
Sep 12
OpenAI CTO of Application on Product Experimentation with AI and $1.1B Statsig Acquisition | Vijaye Raji | E273
In this episode, Carlos Gonzalez de Villaumbrosia interviews Vijaye Raji, Co-founder and CEO of Statsig, the fast-growing product experimentation platform recently valued at $1.1 billion following a $100M Series C round—and just acquired by OpenAI in a landmark $1.1B all-equity d ... Show More
36m 21s
Aug 27
Twilio CPO on Integrating AI into Product Strategy to Grow Revenue | Inbal Shani | E272
In this episode, Carlos Gonzalez de Villaumbrosia interviews Inbal Shani, Chief Product Officer at Twilio, the $18B customer engagement powerhouse trusted by over 320,000 businesses worldwide.Inbal is a trailblazer in AI-first product development. Before joining Twilio, she led t ... Show More
41m 42s
Recommended Episodes
Sep 3
#319 Building & Managing Human+Agent Hybrid Teams with Karen Ng, Head of Product at HubSpot
The line between human work and AI capabilities is blurring in today's business environment. AI agents are now handling autonomous tasks across customer support, data management, and sales prospecting with increasing sophistication. But how do you effectively integrate these agen ... Show More
44m 31s
Nov 2024
Becoming an AI PM | Aman Khan (Arize AI, ex-Spotify, Apple, Cruise)
Aman Khan is Director of Product at Arize AI, an observability company for AI engineers at companies like Uber, Instacart, and Discord. Previously he was an AI Product Manager at Spotify on the ML Platform team, enabling hundreds of engineers to build and ship products across the ... Show More
1h 17m
Feb 2025
#281 Developing AI Products That Impact Your Business with Venky Veeraraghavan, Chief Product Officer at DataRobot
As AI continues to dominate industry conversations, the notion of AI readiness becomes a focal point for organizations. It's a multifaceted challenge that goes beyond technology, encompassing business processes and cultural shifts. For professionals, this means grappling with que ... Show More
38m 45s
Sep 2024
Lessons in product leadership and AI strategy from Glean, Google, Amazon, and Slack | Tamar Yehoshua (Product at Glean, ex-Google and Slack)
Tamar Yehoshua is the president of product and technology at Glean. Prior to joining Glean, Tamar was chief product officer at Slack, where she led product, design, and research as the company scaled, including a 10x increase in revenue, its public listing, and an acquisition by ... Show More
1h 17m
Sep 15
#321 Developing Financial AI Products at Experian with Vijay Mehta, EVP of Global Solutions & Analytics at Experian
Financial institutions are racing to harness the power of AI, but the path to implementation is filled with challenges. From feature engineering to model deployment, the technical complexities of AI adoption in finance require careful navigation of both technological and regulato ... Show More
49m 28s
Jun 2025
The Lean Product Playbook 10 Years Later: Product Management in the Age of AI
Product management fundamentals are timeless. But the tools? Completely transformed.Every PM needs to master new workflows in 2025:AI Prototyping - From text to live prototype in minutesDesign Collaboration - Working with designers in the AI ageUser Research - Systematic validati ... Show More
1h 19m
Aug 12
Confident, strategic AI leadership
Allegra Guinan of Lumiera helps leaders turn uncertainty about AI into confident, strategic leadership. In this conversation, she brings some actionable insights for navigating the hype and complexity of AI. The discussion covers challenges with implementing responsible AI practi ... Show More
47m 40s
Sep 7
How AI is reshaping the product role | Oji and Ezinne Udezue
Ezinne and Oji Udezue have over 50 years of combined product leadership experience at Microsoft, Twitter, Atlassian, WP Engine, Typeform, and Calendly. They’ve witnessed every major shift in product management, and, despite their seniority, they’re taking beginner AI courses and ... Show More
1h 18m
Sep 21
From managing people to managing AI: The leadership skills everyone needs now | Julie Zhuo (Facebook VP, Sundial CEO, The Making of a Manager author)
Julie Zhuo is the former VP and Head of Design at Facebook (now Meta), author of the bestselling book The Making of a Manager, and co-founder of Sundial, an AI-powered data analysis company. Also, my first-ever podcast guest over 3 years ago!In our conversation, we discuss:1. The ... Show More
1h 36m
Sep 1
67: Using AI and Automation to Scale Lead Generation with Jay Feldman
Chris Daigle sits down with Jay Feldman, known as LeadGenJay, to explore how AI and automation are reshaping lead generation, sales, and marketing. From his journey from medicine to running multi-million-dollar agencies, Jay reveals how AI-powered cold email, omnichannel outreach ... Show More
56m 22s