Monthly, 90 min · 8 sitting CIOs
Founders’ Table
The core format. One framed decision, a ten-minute pre-read and a host who keeps the table honest. A Field Brief follows within a week.
Every CIO Cafe table starts from a real decision a member is facing. The format changes with who needs to be in the room.
The decision in one sentence, and what makes it hard.
Two or three members who faced it say what they did and what it cost.
The table tests the assumptions. The host keeps it on the decision.
A stated next step. The Field Brief follows within a week.
Monthly, 90 min · 8 sitting CIOs
The core format. One framed decision, a ten-minute pre-read and a host who keeps the table honest. A Field Brief follows within a week.
Quarterly, 2 hrs · CIO, CISO, CDO, CFO
Some decisions need more than one chair: AI risk, resilience, data strategy. This table mixes roles on purpose.
Monthly, 60 min · CIO-track leaders
For VPs and directors preparing for the seat. Each table has a sitting CIO host who has made the call being discussed.
Async, any time · Your cohort
Post a question to your cohort between tables. Answers come from people who have lived it, under the same confidentiality.
Who sits where
Every table has a practitioner host, a current or former technology executive who keeps the table on the decision. Members are screened so you never sit with a direct competitor unless you choose to.
Before each session, members receive a one-page pre-read framing the decision, the constraints and the options under consideration.
On the table: Modernization
Re-platform, clean core or keep patching?
Every table ends with a two-page brief. The host drafts it within a week, everyone at the table reviews it, and nothing in it identifies a person or an organization. The member who brought the decision owns it.
Illustrative sample written by the CIO Cafe editors to show the format. It is not from a real table.
Field Brief · Sample
Founders’ Table, 8 seats, 90 minutes · Chatham House Rule
A global-enterprise CIO has 40+ AI pilots across business units, a board asking for a risk view, and budget for about a third of them in the next two quarters.
Two members said they tracked usage instead of value and could not defend renewals. Agree the value measure before the pilot starts.
The presenting member will publish an inventory and a three-tier rule to the executive team within 30 days, and bring the first renewal decision back to the table.
Who signs off when an AI system bought inside a SaaS contract changes behavior after an update?
New tables form when enough members bring the same decision.
Funding, gating and measuring AI use cases; model risk; the board conversation.
Read the primer →ERP and core-system renewal, clean core, technical debt and business cases CFOs accept.
Read the primer →Recovery you can prove, incident roles, third-party concentration and board reporting.
Read the primer →Product and platform teams, funding models, skills and leadership bench.
Read the primer →FinOps, commit negotiations, repatriation decisions and unit economics.
Read the primer →What to learn, what to fix and what to signal when you are new in the seat.
Read the primer →Schedule
Dates go to matched members first, so no table is filled by a sign-up sheet. Request a seat and your host will tell you when and where your first table meets.