Curated Agenda
Every session is scoped around a single, high-stakes question—shaped from pre-reads submitted by the attending leaders themselves. No panels, no pitches, no performative keynotes.
Private Roundtables
Where influence meets intelligence.
An invitation-only series of virtual roundtables for senior leaders navigating the hardest questions of enterprise transformation—AI implementation, operating model redesign, and the impact of change—without the theatre of a conference floor.
The Experience
A modern maecenas circle. Held in digital.
The historical maecenas convened the sharpest minds of a generation under a single roof—patrons, builders, and dissenters—so that influence could refine itself against intelligence. Our roundtables take that idea and translate it for the enterprise era.
Small enough to be candid. Curated enough to be useful. Quiet enough that the room feels like a private study rather than a broadcast.
Chatham House RulesUnrecorded. Small. Candid.
The Protocol
Engineered for digital insight.
Discreet by Design
Chatham House rules, unrecorded, small by design. What is said in the room stays in the room—so the conversation can actually be useful instead of polished for the transcript.
Expert Allies
Each roundtable is anchored by practitioners who have already done the work. You leave with named contacts, operator-grade frameworks, and the confidence of having seen the terrain.
Inaugural Series
The AI implementation reality.
Our opening series convenes CIOs, CTOs, and transformation leaders around the question nobody wants to ask in public: what does AI readiness actually require from the operating model, and where are the fault lines hiding?
No vendor demos. No analyst slides. Just a curated table of practitioners trading what worked, what failed, and what they'd do differently—held by a moderator who has installed the governance on both sides of the table.
The conversations most leaders need are the ones that can only happen with their peers, off the record, with someone who knows how to hold the room.
Jessica Caresse White — Host, J.Caresse & Company
Host & ModeratorJessica Caresse White
Invitation Only
Seats are deliberately few.
Each roundtable is capped to keep the conversation candid and the room generous. Share your role, your firm, and the question you're sitting with—we respond personally to every inquiry.