Small-group sessions for product and engineering leaders navigating AI adoption in the PDLC. No vendors. No pitches. No consultants selling from the stage. Just the problems you're actually facing, discussed with peers who understand the stakes.
Weekly peer roundtables. Held midweek (Tuesday, Wednesday, or Thursday) at midday US Eastern. Sign up and I'll send the next available date.
Most AI conversations inside companies are happening in fragments: one team, one leader, one experiment at a time. The roundtables are built to break that isolation and let leaders compare what is actually working before they commit more time, money, or credibility.
6-10 product and engineering leaders per session. A diverse group of peers from mid-market to enterprise companies, so the conversation reflects more than one operating reality.
Each session focuses on a specific challenge: prioritization, team enablement, measuring AI ROI, board communication. Topics come from participants, not a content calendar.
No recordings. No recap emails to a marketing list. OLO facilitates. We don't sell from the room.
Product and engineering leaders at mid-market B2B SaaS companies who own some or all of the product development lifecycle. You're past the "should we use AI?" conversation and into the harder questions about how to make it work across teams. Sessions occasionally include peers from larger enterprises facing the same problems.
Anonymized excerpts from recent sessions. Names and companies removed; substance preserved.
"Ambition exceeds capacity. Expectations exceed reality."
"The real bottleneck is not the developers anymore. It's how fast product managers can do the research and write the requirements."
"Code moves faster, but QA, integration, architecture, and getting to shippable are still the constraints."
"I'm now shipping production code as a product manager. That's a seismic shift."
"The more effort they put into it, they believe the more likely they are to lose their job."
"There's no point in having a roadmap past three months anymore. Too much will change."
These are curated sessions. I read every request and only invite leaders who are a fit for the room. Include your LinkedIn so I can do that quickly. If we're a match, I'll send you the next available session. Most weeks have a Tuesday, Wednesday, or Thursday slot.