Most CEOs don't have an information problem. They have an execution problem. The information they need already exists — sitting in Gmail, Slack, Google Drive, SharePoint, the CRM, project tools, spreadsheets, presentations, meeting notes. The problem is moving between all of them to understand what's happening, then turning that into decisions and action.
That's where ChatGPT Work changes the equation. It's designed to take on substantial work rather than simply answer a question — research, analyse, work across connected apps and files, create documents, spreadsheets, presentations and Sites, and stay with a complex project across multiple steps. For a CEO, that's a fundamentally different opportunity. Here is how to build it — ten short lessons, each with the exact prompt to use.
Lesson 01 Stop asking questions. Start delegating.
The traditional ChatGPT experience looks like: CEO asks a question, ChatGPT gives an answer. ChatGPT Work changes the model: CEO gives an objective, ChatGPT researches, analyses, creates, and hands back finished work. Imagine telling your Chief of Staff to prepare next week's board review — find the latest financial performance, review the sales pipeline, identify the major operational issues, analyse what changed since the last board meeting, and produce a presentation with the five decisions you need to make. A traditional chatbot might help you write the presentation. Work is designed to take on the broader assignment. That is co-work.
Question
"What can ChatGPT tell me?"A one-shot task. You get an answer, you do the rest yourself, the context is gone tomorrow. The tool never gets smarter about your business.
Objective
"What work can I delegate to ChatGPT?"Research, analysis, creation and review — handed back as finished work. That is the shift from chatbot to AI Executive Office.
"Prepare next week's board review. Find the latest financial performance, review our sales pipeline, identify the major operational issues, analyse what changed since the last board meeting and produce a presentation with the five decisions I need to make."
That single shift — from "what can you tell me" to "what work can I give you" — changes the relationship. You are no longer using software. You are co-working with it.
Lesson 02 Build your CEO Company Brief.
Before delegating serious work, give ChatGPT the context it needs. This becomes your CEO Company Brief — and because the quality of AI output tracks the quality of context, it is quietly the highest-leverage ten minutes you will spend.
Then tell it:
"You are supporting me as CEO. Learn the context of this business and use it whenever you work on company-related tasks. If information is missing or uncertain, identify what you need rather than inventing it."
This becomes the foundation for everything that follows.
Lesson 03 Give ChatGPT access to the business.
The first step is not writing better prompts. It's connecting the information your company already uses. ChatGPT's Apps connect it to services you already use, allowing it to search and reference information and, for some apps, perform supported actions — availability depends on your plan, workspace, region, role and the particular app. The objective isn't to replace these systems. It's to connect them. Don't move information to ChatGPT — bring ChatGPT to the information.
Connect the systems, not replace them.
Connecting an app requires the appropriate account authorisation and permissions, and availability depends on your plan and workspace. Before connecting a business system, understand what ChatGPT is allowed to do — read access, write access, and whether higher-risk actions need approval. For a first implementation: read first, act later. Workspace administrators can control app availability, access, actions and permissions in managed environments.
Lesson 04 Start every day with a CEO briefing.
Forget opening seven applications first thing in the morning. Start with one question: "Give me my CEO briefing for today." Ask ChatGPT Work to structure the briefing around what changed, what needs your attention, what's going well, what's at risk, what decisions are waiting, which meetings matter today, and your three priorities.
"Review the information available to you and prepare my CEO briefing for today. Identify what changed, what requires my attention, what is at risk, what decisions are waiting and what opportunities I should consider. Separate facts from assumptions. Finish with the three things that deserve my personal attention today."
Then challenge it. Don't accept the first output — ask "What have you missed?", then "Which conclusions are based on incomplete information?", then "What would you investigate if you were my Chief of Staff?" This is where co-work begins. Once the workflow is good, ask ChatGPT to turn it into a repeatable weekly CEO operating review — that's the difference between a conversation and a workflow.
Lesson 05 Use ChatGPT as your Chief of Staff.
A CEO's Chief of Staff spends enormous amounts of time turning information into executive action. ChatGPT Work can assist with much of that process — before a meeting, after a meeting, and before a board meeting.
"Prepare me for this meeting. Review the relevant documents, previous discussions and available context. Give me the background, unresolved issues, decisions required, risks and five questions I should ask."
"Turn these notes into decisions, action items, owners and deadlines. Draft the follow-up communication and create the appropriate project update."
The objective is not better meeting notes. It's better execution after the meeting.
Lesson 06 Build an AI Executive Team.
Think beyond one generic AI assistant. Create recurring workflows around the functions of your business. The goal isn't to replace these departments — it's to create an AI layer around them.
Give every function an analyst that never sleeps.
Daily briefings
The board's mind
The number
The truth-teller
The narrative
Lesson 07 Make it your strategy team.
One of the CEO's highest-value activities is deciding what not to do. Use ChatGPT Work to pressure-test strategic choices — then keep pushing. Ask it to argue against its own recommendation, ask what would have to be true for the strategy to fail, ask what information would materially change the decision. You are no longer asking AI for an answer. You are using it to improve the quality of your thinking.
"We're considering entering this market. Research the opportunity, analyse our existing capabilities, identify competitors, estimate the major risks, compare three strategic approaches and prepare a decision memo. Separate verified evidence from assumptions. Now argue against the recommendation."
Lesson 08 Run the weekly CEO operating review.
Once the basic connections and workflows are established, make ChatGPT Work part of your weekly operating rhythm. Every Monday, have it examine revenue, customers, product, marketing, finance, operations, people and strategy — then finish with the five decisions that require your attention this week. That is an executive operating system.
From prompts to a rhythm.
Lesson 09 Move from read to act.
Some ChatGPT apps can do more than retrieve information — depending on the app, workspace and permissions, they can perform supported actions such as creating or updating information. For organisations using custom MCP-powered apps, ChatGPT can also be configured to perform supported write actions such as creating project-management tasks or updating CRM records (full MCP write support is currently rolling out in beta for eligible Business, Enterprise and Edu environments). That turns "understand → decide → tell someone else → wait → check → follow up" into "understand → decide → execute."
"Review our available sales information and determine why pipeline performance changed this month. Identify the three biggest drivers, distinguish facts from hypotheses, highlight accounts that require executive attention and create a one-page CEO briefing with recommended next actions."
Give AI permission to execute only where the workflow is understood, authorised and appropriately controlled. The CEO retains control over consequential decisions — automate information gathering first, automate execution second.
Lesson 10 The CEO Co-Work Loop.
At GTMBench, we think the model reduces to six steps. Run them in order, then repeat — the more workflows you build, the more valuable the system becomes.
Teach ChatGPT your business — the Company Brief from Lesson 2.
Connect it to the systems where your business operates — Lesson 3.
Give it an outcome, not merely a question.
Ask it to test assumptions and find what you missed.
You remain accountable for judgement and consequential decisions.
Where appropriate and authorised, let ChatGPT turn the decision into execution.
ChatGPT Work doesn't replace your existing technology. It helps you think across it. That is the difference.
The security rule.
The more connected your AI becomes, the more important governance becomes. A CEO should know what information ChatGPT can access, which applications are connected, what permissions each connection has, which actions require approval, and which workflows can write or modify information. For higher-risk environments, establish clear approval rules before allowing AI to modify systems or communicate externally.
The future CEO.
The first generation of business AI was about productivity — write an email faster, summarise a meeting, generate ideas. Useful, but incremental. ChatGPT Work points toward something bigger: delegated work. The CEO can increasingly give an objective to an AI system and let it research, analyse, reason, create, coordinate and, where authorised, act. That changes the economics of executive work — the CEO no longer needs to personally touch every piece of information required to make a decision, only to define the objective, establish the guardrails, review the output and make the judgement.
Old model
CEO → tools → meetings → decisionEmail, Slack, CRM, reports, meetings, more meetings, then delegate, follow up, check progress.
AI-native model
CEO → objective → deliverableResearch, company knowledge, connected systems and data — feeding straight into decision support and authorised action.
The question CEOs should be asking isn't "How do I use ChatGPT?" It's "What work should I no longer be doing myself?" Connect it to the information your company already has, give it the context it needs, delegate meaningful outcomes, let it research, analyse and build, review the work, then — where appropriate — let it execute.