Where CEOs Share Successes and Lessons Learned in AI.
The Executive AI Roundtable brings together small, curated groups of C-suite leaders for candid, peer-to-peer conversations about deploying AI inside their companies — sharing real successes, hard-won lessons, and the strategic insights that only emerge among trusted peers.
The conversation that accelerates
your AI leadership.
AI is transforming every industry — and the most valuable intelligence about real successes, hard-won lessons, and emerging best practices rarely makes it into conference keynotes or analyst reports. It lives in the private conversations between executives who are in the middle of it.
The Executive AI Roundtable creates the conditions for those conversations. Small, curated groups of non-competitive, similarly situated CEOs and C-suite leaders — matched by company size, industry, and business model — meet quarterly to share real experiences, real challenges, and real results.
No selling. Just peer-to-peer intelligence from leaders who are navigating the same terrain you are.
What We Discuss at the Roundtable
Where AI Is Creating Enterprise Value Today
Moving beyond the hype — a candid examination of where AI investments are generating measurable returns and where they are falling short.
The AI-Ready Organization: Leadership Structure and Workforce Transformation
Chief AI Officers, Centers of Excellence, embedded teams — what governance models are working at scale. Plus reskilling strategies, change management realities, and how leading organizations are navigating the human side of AI adoption.
AI Investment Levels and ROI Expectations
Benchmarking capital allocation, time-to-value expectations, and the metrics boards are actually using to evaluate AI programs.
The CEO AI Playbook for the Next Three Years
Practical roadmaps: what decisions need to be made now, what can wait, and how to build organizational AI fluency at the executive level.
Ideation Exchange: Learning from What Others Have Already Deployed
When a peer shares a unique, successfully deployed AI use case, the whole group benefits. These unscripted moments of peer-to-peer discovery are often the most valuable part of the roundtable.
Designed with the CEO in Mind
Invitation Only
Membership is by invitation. Groups are curated to ensure non-competitive, similarly situated peers — matched by company size, industry, and business model.
Quarterly Virtual Sessions
Small, focused roundtables meet quarterly via a private virtual forum. Sessions are structured for candid dialogue, not presentations.
Peer-to-Peer Intelligence
No selling. Just CEOs and C-suite leaders sharing real successes, lessons learned, and the candid insights that only come from peer-to-peer dialogue.
Curated Peer Groups
Each roundtable is deliberately small — typically 8 to 12 leaders — to ensure every voice is heard and discussions remain substantive.
Exclusive Events
Members gain access to exclusive in-person dinners and an annual conference bringing together the broader Executive AI Roundtable community.
Confidential by Design
All discussions are held under Chatham House Rules. What is shared in the room stays in the room — enabling the candor that makes these conversations valuable.
Scott Carter
Founder · Board Member · Former CEO
Scott Carter is a seasoned technology executive with a 360-degree view of the AI landscape — having led companies through transformative growth as CEO, served on the boards of public and private technology companies, and advised private equity firms and CEOs from early-stage startups to multi-billion revenue enterprises.
Carter founded the Executive AI Roundtable to create the peer intelligence forum he wished had existed during his own AI leadership journey — a trusted space where executives can speak candidly about what is working, what is not, and what comes next.
Presented by
Who Should Apply
The Executive AI Roundtable is selective by design. Groups are kept small — typically eight to ten members — and composed of non-competitive, similarly situated leaders. We review every application personally to ensure the right fit for both the applicant and the group.
C-Suite or CEO Role
You are a CEO, President, COO, CFO, CTO, CRO, CMO, CISO, or equivalent executive with direct responsibility for AI strategy or deployment within your organization.
Active AI Engagement
You are actively exploring, piloting, or deploying AI within your organization — whether early-stage or advanced — and are committed to candid, peer-level dialogue about what is and is not working.
Non-Competitive Peer Group
Each roundtable group is composed of leaders from non-competing companies of similar size, industry, and business model — ensuring candor and psychological safety in every conversation.
Commitment to Confidentiality
Members agree to keep all roundtable discussions strictly confidential. What is shared in the room stays in the room — this is the foundation of the trust that makes candid conversation possible.
Quarterly Commitment
Groups meet virtually on a quarterly basis. Members are expected to attend consistently and come prepared to contribute — not just observe. Quality of participation matters as much as credentials.
If this sounds like you, we encourage you to submit a membership inquiry. All applications are reviewed personally and responded to within a few business days.
Request an InvitationRequest an Invitation
Membership in the Executive AI Roundtable is selective and by invitation. Submit your information below and we will be in touch if there is a strong fit with a current or upcoming roundtable group.