⦿ By invitation · South Florida
Off the record,
on the level.
An invitation-only circle of South Florida’s enterprise CIOs and CISOs. No podium. No pitch. What is said in the room stays in the room.
Founded by a sitting CISO and a governance auditor. Held inside the headquarters of the people who show up.
⦿ Cadence
Every 6 weeks
⦿ Seated by
Invitation
⦿ Sponsors
Two, max
⦿ On the record
Never
⦿ The Circle | A peer table, not a panel.
Every major metro has its conferences. South Florida has the Circle. Every six weeks, a small group of enterprise technology and security leaders meets in person, behind closed doors, to talk about the things that never reach the keynote.
The breach that was handled quietly. The vendor that failed in production. The board conversation that went sideways. The AI system that arrived in the stack before anyone signed off on it, and that nobody fully controls.
There is a facilitator, not a presenter. There is a topic, not a deck. And there is one rule that makes the rest of it possible.
Three rules.They are not negotiable.
The Circle works because of what it refuses to do. These three rules are the whole product.
The Chatham House Rule
Every discussion is off the record and non-attributable. You may carry out what you learned. You may never repeat who said it. That is the entire point. It is the only condition under which a CISO will tell you what actually happened, instead of what the press release said.
The Zero-Pitch Sanctuary
Sponsors underwrite the evening. They do not take the podium. Two non-competing underwriters per session, a two-minute thank-you, then a seat at the table as a peer who is there to listen. The exception: a practitioner with a hard problem genuinely solved earns the floor on merit.
The Office Rotation
The Circle has no venue. It has hosts. Each session is held inside the headquarters of a member organization, and the host shows their peers what their own team is building. The inaugural session opens at the University of Miami.
⦿ Membership
A short list, kept short on purpose.
Seats are limited to sitting CIOs, CISOs, CTOs, and equivalent heads of technology and security at South Florida enterprises. The room stays small enough that everyone at the table speaks, and large enough that you leave with people worth knowing.
⦿ Title
CIO, CISO, CTO, or equivalent enterprise technology and security leadership.
⦿ Region
South Florida, with the occasional out-of-market guest by referral.
⦿ Posture
You come to share, not to sell. Solution providers attend only as underwriters.
⦿ Discretion
You honor the Chatham House Rule. Without exception.
“I said something in that room I have never said to my own board. Three people had already lived it. I left with two phone numbers and a plan.”
OFF The Record CISO, enterprise healthcare
“No deck, no demo, no badge scan. The first hour was the most honest conversation about AI risk I have had all year.”
CIO, Public Company
⦿ Inaugural Session
The first table.
The Circle opens with the boardroom question no one has answered cleanly yet.
The AI you never approved: product vendors are embedding generative AI into core platforms without IT’s sign-off, executive confidence in basic asset protection has fallen sharply, and budgets are flat against a widening AI skills gap. We open with the people who own that problem, in a room where they can be honest about it.
⦿ Founders
Two chairs at the head of the table.
The Circle was founded by two people who sit on opposite sides of the same problem: the practitioner who has to defend the enterprise, and the auditor who has to prove it can be trusted.
⦿ The Practitioner
Mauricio [LAST NAME]
[Short bio to confirm: years in the chair, what he defends, why he started the Circle. The credibility line: he is in the seat, not selling to it. He knows what a room of CISOs will and will not say out loud, and built the Circle around the difference.]
⦿ The Governance Side
Angela Polania
ISO 42001 and ISO 27001 Lead Auditor. CPA, CISA, CISM, CRISC. Angela spends her days proving whether organizations can be trusted with data and AI, and translating that for boards. She also runs a cybersecurity and AI governance firm, which is exactly why the Zero-Pitch Rule binds the Circle’s founders first.
⦿ Between sessions
The record we do keep.
Some things are worth writing down. Between sessions, the Circle publishes short field notes and the occasional long read on what is actually keeping South Florida’s technology leaders up at night, plus brief on-the-record conversations with members willing to put their name to it.
Everything here is the part that can be said in public. The rest stays in the room.
⦿ Ask the Circle
A question you can't put to your own team? Put it to the room.
We route it to members who have solved it. Answer anonymously, or go on the record and take the credit.
How are peers handling GenAI features that vendors switch on by default, mid-contract?
Three approaches surfaced last session, from contractual kill-switches to a standing AI change-review board. [Summarized; full thread shared with members.]
What does a defensible AI governance baseline look like before the EU AI Act dates land?
[Placeholder answer — to be supplied by a member or founder.]
⦿ Underwriters
Pay for the room. Not the podium.
Underwriting funds the venue and the table. It does not buy a pitch. If your team builds something the people in this room genuinely need, the way to reach them is to sit with them and listen.
- Two non-competing underwriters per session, no more.
- A two-minute welcome, then a seat at the table as a peer.
- No demos, no slides, no badge harvesting.
- A standing invitation to listen to what enterprise leaders actually struggle with.
- The merit exception: send a real practitioner with a real solution, and the floor is yours.
⦿ By Invitation
Ask for a seat.
The Circle is invitation-only, but invitations start with a conversation. Tell us who you are. If the room is a fit, we will be in touch before the next session.
Solution providers: use the same form to ask about underwriting.
What's said in the room stays in the room.
CONTACT FORM INSERT
info@tcexecutivecircle.com
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