ChiefAIOfficer.com
Speaking & workshops

Ninety-five percent of AI pilots stall.
Your room does not have to be one of them.

I run working sessions for CEOs and senior executives on what AI actually changes about how they lead, and what to do about it in the next ninety days. Approved Vistage speaker. Vistage AI Advisory Board.

Chris Daigle speaking on stage
Chris Daigle / Founder & CEO

From AI Pressure to AI Results.

A CEO’s 90-day operating model, run as a working session for chief executives and senior leaders. Not a lecture, not a vendor pitch and not a coding class.

The pressure to “do something with AI” has never been higher, and MIT puts the share of corporate AI pilots that stall before proving ROI at 95%. That is a leadership problem, and it is solvable in the room.

Members leave with five things they can use the next day:

Tools

The six AI tools every executive should be using.

A vetted shortlist beyond ChatGPT, with the specific job each one does better than the rest.

Platforms

A side-by-side read on the major platforms.

ChatGPT, Claude, Gemini and Copilot: when to use which, where each falls down, demonstrated live.

Prompting

Two prompting methods that put you in the top 5% of users.

Tested in the room, on the members’ own problems.

Governance

A draft AI Use Policy, built live in under ten minutes.

The governance document most mid-market companies are missing.

Action plan

A seven-day action plan.

Three commitments each, with peer accountability built in.

Four sessions. Every member recommended it.

Vistage scores every speaker on content, delivery and applicability, and asks members whether they would recommend the session. These are those scores.

SessionContentDeliveryApplicabilityRecommend
Charlotte, NC · CEO group4.894.674.86100%
Charlotte, NC · Key Executive group5.05.05.0100%
Evanston, IL · Key Executive group4.84.84.8100%
Winnetka, IL · CEO group4.834.54.67100%
Average4.884.744.83100%

Scored out of 5 by attending members. I sit on the Vistage AI Advisory Board, one of a small group of AI experts Vistage calls on for programming and thought leadership across its network.

Where this has been delivered.

Twenty cities across CEO peer groups, industry conferences and executive summits: construction, real estate, manufacturing, professional services and PE-backed operators.

  • Vistage Executive Summits — San Francisco, St. Louis, Charlotte
  • Powder Coating Institute National Conference — keynote & workshop
  • Inc. 5000 Conference, with Scaling Up
  • YPO Construction Industry Network and Real Estate Industry Symposium
  • Entrepreneurs’ Organization chapters
See the full speaking schedule

Three ways to book it.

  • Keynote: 45 to 60 minutes. Conference mainstage. The argument, the live demonstrations and the seven-day plan.
  • Working session: half day. CEO peer groups and leadership teams. Everyone leaves having built something, including the draft AI Use Policy.
  • Executive workshop: full day, on site. The working session plus a macro inventory of the room’s own repetitive work, and a prioritized first 90 days.

No tech talk, no coding, no buzzword stacking. Rooms have run from nine people to several hundred.

Two minutes from the stage.

A few good questions.

What does a session cost?

Fees depend on the format, the date and the travel. The fifteen-minute availability call covers your audience, your date and the number. No proposal, no deck.

Do you speak for Vistage groups?

Yes. I’m an approved Vistage speaker and I sit on the Vistage AI Advisory Board. Across four scored sessions, every member said they’d recommend it.

What does the room need?

Reliable wi-fi and a screen. The demonstrations run live on real tools, so the connection matters more than the rest of the AV package.

How far out are you booking?

Stages are booked ahead more than a year out, so dates go early. The availability call is the fastest way to check yours.

Who is it for?

CEOs and senior executives: peer groups, executive summits, industry conferences and leadership teams. Rooms have run from nine people to several hundred. No tech talk, no coding, no buzzword stacking.

Check a date
for your next event.