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Oct 21 2026

CXO Connect.

Directors

Date
Wed · Oct 21 2026
Time
8:00 – 9:30 PT11:00 – 12:30 ET
Format
Virtual roundtable

AI is already moving. Now leaders need to compare what happens after.

Who
Directors leading transformation across their org and the SDLC.
Conversations
Small group, peer-only, camera-on conversations.
Rules
Conversations are off the record and should stay that way.
Format
Moderated open discussion. If you join, you are expected to share your personal experiences as a leader.

Every executive is adopting AI.

The interesting conversations are no longer about whether to start. They're about what happens after.

What breaks. What scales. What creates value. What creates risk. What leadership teams wish they had known before they rolled AI into customer experiences, internal operations, and core business processes.

CXO Connect is a private roundtable for senior leaders who have lived through those decisions. Leaders who have shipped, broken, fixed, and re-shipped AI in organizations where outcomes matter.

Why virtual, why now

The challenges leaders face with AI are remarkably similar, regardless of industry or geography. The opportunity is learning from people outside your own market, company, or network.

A virtual format allows us to bring together senior leaders from across cities, states, and countries into a single conversation. Perspectives that would rarely intersect in a traditional local event can share lessons learned, compare approaches, and discuss what's actually working inside their organizations.

Our goal is to build a community that transcends geography, connecting leaders who can learn from one another's successes, mistakes, and hard-earned experience.

For leaders moving AI from strategy to practice.

We host these bi-monthly conversations around the topics currently top of mind for leaders implementing AI across the SDLC and across their organizations.

Agenda will be confirmed ahead of the date. Register your interest and we will be in touch when invitations open.

Share a bit about who you are, what you are leading, and where you would like to join the conversation.

Include your role, company, and what you are hoping to compare notes on with other engineering and product leaders.

Prefer to write directly?cxoconnect@thisdot.co
Request an inviteCXO Connect · Oct 21 2026