05/29/2026
We got really REAL about AI governance yesterday at SingleStone as I led a fast-paced session for leaders in highly-regulated organizations! And the discussion was fantastic. Here's one highlight:
Our conversation was cross-functional, which made it so rich. In one exchange, a CISO and an engineer candidly shared why security mandates can fall flat, even if they're important for compliance.
For the engineer working in defined Agile sprints, they w**d out anything not absolutely required to get the next working feature shipped. On the other hand, Security folks who are thinking longer-term about harding up their defenses find it hard to convince engineers to add in these 'extras.'
What I've seen that helps bridge the two perspectives to make governance work:
- Executive eadership needs to be aware of these internal cultural friction points and align incentives and priorities accordingly. When AI-related mandates are one-size-fits all, they're quickly discarded as irrelevant. This is why I nearly always start a governance engagement with stakeholder research.
- Cross-functional management should share their perspectives openly. You need a culture that nurtures this kind of communication, but understanding teams' respective workflows and KPIs is a big unlock to finding common ground.
- Demonstrate importance, don't just talk about it. Effective AI governance impacts real people's lives. Shortcomings can lead to true harms. This isn't new. Showcase how governance gaps are creating friction, cost, and distrust in organizations, in the news, and in use cases to bring the downsides to life for executive leadership. Often, it's hard to really understand the importance of something until it's put in concrete terms that hit home. I find that when doing a use case inventory, these important anecdotes crop up.
Big thanks to SingleStone, Alex Otanez, and our group of engaged attendees for bringing this critical content to leaders in regulated spaces. Thanks too to our attendees for making the time for terrific engagement (no small feat at 7:45am!!).
Let's keep these conversations going!
๐ฃ๏ธ I'm planning my next stop for my in-person REAL AI Governance workshop...details to come next week!! ๐ซข