How to get your whole team excited about AI (and actually using it) | Brian Greenbaum (product designer at Pendo)
Episode
47 min
Read time
2 min
Topics
Productivity, Remote Work, Leadership
AI-Generated Summary
Key Takeaways
- ✓Inception strategy: Message leadership during paternity leave after building a working prototype with Cursor in hours, demonstrating concrete value and proposing cross-functional AI initiative with two goals: team productivity and thought leadership positioning.
- ✓Two-pronged adoption approach: Run biweekly hands-on sessions where entire team builds same app simultaneously (like to-do lists in Bolt) to experience AI variability, plus maintain public Slack channel for radical many-to-many sharing to prevent information hoarding.
- ✓Golden path framework: Create documented AI knowledge center listing approved tools alphabetically with security status, allowed data types, and license request process. Work with legal, IT, and security to enable rapid tool experimentation within one week approval cycles.
- ✓Measurement through sentiment surveys: Track five metrics quarterly including AI sentiment, policy awareness, and tool familiarity. Biggest gains came from clarifying usage policies and available tools, with positive employee impact sentiment increasing significantly after establishing clear guidelines.
What It Covers
Brian Greenbaum shares his framework for driving AI adoption across Pendo's product organization through biweekly sessions, async Slack channels, and OKR-based measurement, transforming team sentiment and establishing clear usage policies.
Key Questions Answered
- •Inception strategy: Message leadership during paternity leave after building a working prototype with Cursor in hours, demonstrating concrete value and proposing cross-functional AI initiative with two goals: team productivity and thought leadership positioning.
- •Two-pronged adoption approach: Run biweekly hands-on sessions where entire team builds same app simultaneously (like to-do lists in Bolt) to experience AI variability, plus maintain public Slack channel for radical many-to-many sharing to prevent information hoarding.
- •Golden path framework: Create documented AI knowledge center listing approved tools alphabetically with security status, allowed data types, and license request process. Work with legal, IT, and security to enable rapid tool experimentation within one week approval cycles.
- •Measurement through sentiment surveys: Track five metrics quarterly including AI sentiment, policy awareness, and tool familiarity. Biggest gains came from clarifying usage policies and available tools, with positive employee impact sentiment increasing significantly after establishing clear guidelines.
Notable Moment
Greenbaum built a custom MCP server for Pendo in evenings without understanding the underlying code, then demonstrated it to leadership by querying analytics data and generating dashboards through natural language, directly accelerating the product roadmap for agent features.
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Books, tools, and gear mentioned in this episode
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Tools
- CursorRecommended
“Message leadership during paternity leave after building a working prototype with Cursor in hours, demonstrating concrete value”
- BoltRecommended
“Run biweekly hands-on sessions where entire team builds same app simultaneously (like to-do lists in Bolt) to experience AI variability”
“Sponsors: Lovable (lovable.dev)”
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