Built on Your Real Work
Pre-work is short and optional. We use your tasks, documents, and approved tools instead of a canned demo, so the examples look like a Tuesday at your company.
AI Workshops for Executives
AI workshops for executives that end with work getting done.
Hands-on AI workshops for leadership teams and the people doing the work. Vendor-neutral, built on your real tasks and the tools you already license, and facilitated personally by Jessica Caresse. People leave using AI, not just hearing about it.
Overview
A workshop should change what your people do on Monday. Many do not. They are a keynote about the future, a tour of features, and a page of prompts nobody saves. Ours are built the other way around: your tasks, your approved tools, your data rules, and a result in the room.
J.Caresse & Company runs AI workshops for retail, consumer, and mid-market leadership teams. Every session is vendor-neutral and built around your company's own work. We demonstrate on tools you already own, such as Microsoft Copilot, ChatGPT, Claude, and Gemini, so what people learn is what they can use that afternoon.
A workshop is the fastest way to bring leaders to a shared view and teams to a first win. It is also where the best use cases surface, because the people who do the work are in the room. A workshop is a common first step, and the AI readiness assessment is another.
Training the leaders and managers who have to carry this? Their formats are different.
See AI training for leadersChoosing a Format
Which workshop fits your team.
The right format depends on who is in the room and what you need at the end of it. If you are not sure, tell us about your team on the first call and we will recommend one.
- Your leadership team needs a shared viewStart with the Executive AI Briefing. It is half a day, built for the leadership team, and it ends with first use cases to test and the questions to ask every vendor.
- Everyone needs the same baselineStart with AI Enablement Foundation. It is three to four hours for up to 15 people and covers what AI is and is not, which tools are approved, and where your data goes.
- You want people to build somethingChoose the Learn & Build Workshop for a full day with 16 to 30 people, or the Cohort Build Program for two to two and a half days that include your risk and compliance partners.
- One role needs training on its own workChoose Role-Based AI Training for a team such as executive assistants, creative and design, finance, or operations, on site or virtual.
- You want adoption to keep going without usChoose Train-the-Trainer. We prepare your own champions to teach AI inside the company and co-facilitate the first sessions.
What We Deliver
The work, in precise form.
Live Demonstration on Tools You Own
We work live on tools you already license, so nothing new needs to be bought, installed, or approved before people can use what they learned.
Safe-Use Ground Rules
Approved versus unapproved tools, where your data goes, and what is allowed. People leave knowing what they may use, which makes them more willing to use it.
Use Cases Ranked by the People Who Do the Work
Teams rank their own ideas with a simple checklist covering value, effort, data, and risk. You get a short list with owners, not a slide of possibilities.
Facilitated by Jessica, Personally
An operations executive leads the room, not a trainer reading from a deck. Leaders hear straight answers about what works and what does not.
A Path After the Room
A workshop is a start. We can take the top use cases into daily use and run the follow-through with a fractional chief of staff, or hand you a plan your own team can run.
The Workshops
Six formats, one standard: work gets done.
Every workshop is vendor-neutral and built around your company's own tasks, data, and tools. Pricing and scheduling are set on the first call.
Executive AI Briefing
What AI can and cannot do in your business today, where peers are getting value, and the questions to ask every vendor. Your leadership team leaves with a shared view and its first use cases to test.
AI Enablement Foundation
Everyone leaves with the same understanding: what AI is and is not, how the main models differ, approved versus unapproved tools and where your data goes, what an agent is, and a live demonstration on a tool you already own.
Learn & Build Workshop
Learning in the morning, building in the afternoon. Teams rank their own ideas with a simple checklist, then build a working solution on a tool you already have and show what got in the way.
Cohort Build Program
Map how the work actually gets done, build in groups, agree the ground rules for safe use, and finish with a ranked list of use cases, each with an owner, and an optional readout to leadership.
Role-Based AI Training
Training shaped to one role's daily work, such as executive assistants, creative and design teams, finance, or operations, including prompting habits and custom assistants built in tools like Microsoft Copilot.
Train-the-Trainer
We prepare your own people to teach AI inside the company, build the materials with them, and co-facilitate the first sessions, so adoption keeps going after we leave.
The Methodology
Diagnose. Design. Deploy.
01
Diagnose
A short conversation, and optional pre-work, to learn what your people already do with AI, which tools are approved, and where the time goes.
02
Design
We build the agenda and the live demonstrations around your tasks and your tools, and prepare the checklist your teams will use to rank their ideas.
03
Deploy
The session itself, then the output: ranked use cases with owners, ground rules for safe use, and an optional readout to leadership. From there, a plan for the next step.
How Pricing Works
Scoped to the format, not a price list.
We do not publish workshop prices, because the work varies with the format, the size of the group, how much preparation your teams want, and whether you want follow-through after the room. We agree the format, the dates, and the fee on the first call, and put them in writing before anything is scheduled.
If a workshop is part of a wider AI enablement engagement, it is scoped together with the rest of the work, along with a fractional chief of staff who runs the cadence.
- The workshop format and its length
- The number of participants and teams
- Preparation and pre-work for your tasks and tools
- Whether risk and compliance partners take part
- Optional follow-through after the session
The Outcome
A team that uses AI on Monday.
Leaders with a shared view, teams with a first working example on a tool they already own, a ranked list of use cases with owners, and ground rules everyone understands.
AI Workshop Questions
Straight answers.
What is an AI workshop for executives?
An AI workshop for executives is a facilitated working session that gives a leadership team a shared understanding of what AI can and cannot do in the business today, and leaves them with first use cases to test. A good one runs on your own tasks and the tools you already license, and ends with owners and next steps, not a deck.
What should an executive AI workshop include?
It should cover what AI is and is not, how the main models differ, which tools are approved and where your data goes, a live demonstration on a tool you already own, a way to rank use cases, and the questions to ask every vendor. It should end with named owners and a next step.
How long are your AI workshops and how many people can attend?
The Executive AI Briefing is half a day for a leadership team. AI Enablement Foundation is three to four hours for up to 15 people. The Learn & Build Workshop is a full day for 16 to 30 people. The Cohort Build Program runs two to two and a half days. Role-Based AI Training is scoped per team, and Train-the-Trainer runs over several weeks.
Which AI tools do you teach?
We are vendor-neutral and work on the tools you already license, such as Microsoft Copilot, ChatGPT, Claude, and Gemini. We explain how the main models differ and help you decide which approved tools fit which work. We do not resell software.
Do the workshops work for non-technical teams?
Yes. They are designed for the people who do the work, including executive assistants, creative and design teams, finance, and operations, and for the leaders who manage them. They start from daily tasks, not from technology.
Can the workshop run on site or virtually?
Role-Based AI Training runs on site or virtual. For the other formats, we set the delivery on the first call based on your team and your goals.
How is a workshop different from AI training?
A workshop is a facilitated session built on your tasks that ends with use cases and owners. Training teaches a group a skill, often for a specific role. We run both, and they work together: a workshop surfaces the use cases, and role-based training builds the habits to run them.
What happens after the workshop?
You leave with a ranked list of use cases with owners and ground rules for safe use. From there you can run the plan yourselves, or we can take the top use cases into daily use and run the weekly follow-through with a fractional chief of staff.
How much does an AI workshop cost?
There is no published price list. The fee depends on the format, the size of the group, the preparation involved, and any follow-through. We agree it with you on the first call and put it in writing before anything is scheduled.
Do you run AI workshops for government agencies?
Yes. J.Caresse & Company is an SBA-certified Women-Owned Small Business and Economically Disadvantaged Women-Owned Small Business, and trains agency employees on their approved tools. See the government and public sector page for details.
Private Consultation
Ready to architect the next phase?
Advisory capacity is intentionally limited each quarter to protect depth and delivery. Share where you are and where you're heading. Jessica responds personally.