Real talk about AI adoption from the people in the middle of it.

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.

Held every other week · 60 minutes · online · curated peer group

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.

How they work

Curated cohort

6-10 product and engineering leaders per session. Matched by role and company stage so the conversation stays relevant.

Operator-level conversation

Each session focuses on a specific challenge: prioritization, team enablement, measuring AI ROI, board communication. Topics come from participants, not a content calendar.

Off-the-record by design

No recordings. No recap emails to a marketing list. OLO facilitates. We don't sell from the room.

Who joins

Product and engineering leaders at mid-market B2B SaaS companies ($10M-$100M ARR) 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.

CTO VP Engineering VP Product Head of Engineering Head of Product CPO

Typical topics

How to prioritize AI investments when everything feels urgent
Getting engineers to adopt AI tooling without mandating it
Measuring AI ROI when the gains are hard to isolate
Managing board and exec expectations around AI timelines
Balancing AI experimentation with shipping commitments
Building AI governance without killing momentum

Request an invitation

Tell us a bit about your role. We'll reach out when the next cohort is forming.