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How to get your whole team excited about AI (and actually using it) | Brian Greenbaum (product designer at Pendo)

How I AI

2025/12/22
How I AI

How I AI

2025/12/22

Shownote

Brian Greenbaum is a Senior Staff Product Designer at Pendo who led a company-wide AI transformation after a personal epiphany while on paternity leave. After experiencing the power of AI coding tools firsthand, he created a structured approach to help his...

Highlights

Brian Greenbaum, a senior product designer at Pendo, shares how a personal experience during paternity leave led to a transformative AI initiative within his organization. What began as an individual exploration of AI coding tools quickly evolved into a structured, company-wide effort to integrate artificial intelligence across product teams.
04:00
Created a working prototype in a couple of hours using Cursor
10:26
Many people on parental leave are using AI tools like Cursor and are likely to return 'AI pilled'
12:26
Product people must develop iterative AI use and data skills to stay relevant
17:31
Give wacky instructions to AI to make the experience fun and mind-expanding for designers and PMs.
18:55
AI makes it easier to generate visual and interactive elements that were previously costly or difficult to produce
32:26
Documented AI tool guidance creates a snowball effect for organizational change
33:48
Synchronous meetings, asynchronous Slack channels, and OKRs are key to driving AI transformation.
43:42
Letting peers experience ideas through AI tools can influence the product roadmap.
44:08
Knowing HTML and CSS empowers designers to leverage AI coding tools effectively

Chapters

Introduction to Brian Greenbaum
00:00
Brian’s paternity leave epiphany that sparked an AI initiative
01:38
Sending the message that launched a transformation
05:00
The two-pronged approach: synchronous and asynchronous learning
12:25
Encouraging experimentation and creative exploration
17:29
How AI enables designers to move beyond MVP thinking
18:41
Quick summary of the two-pronged approach
22:00
Measuring AI adoption
24:43
Creating a centralized AI knowledge center
33:48
Building an MCP server to demonstrate AI’s potential
35:58
Why technical understanding is crucial for non-technical roles
44:08
Final thoughts
46:01

Transcript

Brian Greenbaum: I had tried Cursor for the first time, and what I was able to create just blew me away. I sent a message to my manager, my manager's manager, the CPO. And then a few other folks that I knew were really interested in AI, and I was like, lis...