1. What’s one “simple feature request” from users that turned out to be surprisingly complex once you got into the product? Would love to hear the story behind that.

2. At what point does a business outgrow tools like Xero, and what signals should they actually be watching for? Why?

3. You’ve changed careers multiple times, was there ever a moment where you felt like you wouldn’t find your thing? Would love to hear the story behind that.

4. You mentioned product management is changing with AI, what skills are becoming non-negotiable for PMs now, and why?

News & Updates

• What book(s) or article(s) did you read this past month that stayed with you? What takeaways do you have?

• What event(s), talks or experiences did you attend this past month that stayed with you? What takeaways do you have?

• Have you attended any events or given any talks this month worth highlighting? Share the story!