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Real Talk About AI in the PDLC
Who For
For product and engineering executives navigating AI adoption inside their Product Development Lifecycle (PDLC)
Why
With so much hype, it's hard to tell what's really working and what's not.
What
We’re gathering a few hand-picked product development leaders for a private, off-the-record roundtable to talk honestly about the state of AI tooling and how to navigate the pressure, what's working, what's not, and how to create alignment from Board to frontline individual contributors.
Format
These are facilitated conversations, scheduled regularly when our consulting workload allows. You don't need to do anything beforehand - just be ready to share your experiences and ask hard questions.
About This Roundtable
At OLO, our mission is to help build better people, teams, and products by guiding organizations toward intentional, human-centered AI adoption that delivers real business value.
This roundtable is one way we live that mission—by creating space for leaders to reflect, learn from peers, and lead through uncertainty with greater confidence.
If you’re being asked to lead the AI conversation inside your org, but the roadmap is vague, the pressure is real, and the stakes are high—you're not alone.
You may be…
Getting questions from your CEO or board you don’t yet have good answers to
Experimenting with tools but unsure how to scale adoption
Wondering what other product and engineering leaders are actually doing—not just saying online
Trying to find a way to lead your team through this moment of high uncertainty and rapid change without adding chaos
This roundtable is a space to talk about that.
Meet Your Roundtable Hosts
Martin Wilson
Martin and Scott are longtime collaborators in leading digital product teams—both technical operators turned AI transformation facilitators. We help B2B SaaS leaders navigate the disruption of AI so they can build better teams and products that last.
Scott Varho
What our peers say
“This wasn’t another panel of abstract opinions. It was great to hear so many of the same concerns I've been having and then hear the variety of approaches. I walked away with ideas I can try with my team next week.”
“It helped me reframe AI not as a technical mandate, but as a leadership opportunity. That shift alone was worth the time.”
“It was a relief to hear others voicing the same fears I’ve been carrying quietly. I left with new ways to think about our AI strategy and the confidence that I’m not behind.”
What you'll experience
A private, invite-only conversation with 4–6 senior product development leaders
Facilitated discussion—no sales, no slides, no theory
Shared challenges, emerging patterns, and candid reflection
Clarity on what others are doing and not doing
A follow-up option to go deeper in future conversations
Format & Privacy
90-minute virtual roundtable (Google Meet)
Small group (4–6 participants)
Invite-only, confidential, off-the-record
Session recorded for internal synthesis only
No names will be shared or published (without explicit consent)
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