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ChatGPT Work for CEOs: build an AI Executive Office in ten minutes.

Most CEOs don't have an information problem. They have an execution problem — the information already exists, scattered across email, Slack, Drive and the CRM. A ten-minute setup on turning ChatGPT Work from a chatbot into an AI Executive Office — with copy-paste prompts you can run today.

By GTM Bench Editorial · Issue No. 017 · Sales Leadership · Published Fri, 18 Sep 2026 · 10 min read
Included with this issue
10
Ten lessons. Ten minutes. One AI Executive Office. Most CEOs still ask ChatGPT questions. The step change comes from delegating entire pieces of work — objective to finished outcome. This is how a CEO builds that layer, step by step.
ChatGPT Work for CEOs — the AI Executive Office. The CEO sits at the top, connected to a ChatGPT Work hub, surrounded by seven advisory roles: Chief of Staff, Strategy Advisor, Revenue Advisor, Operations Advisor, Research Team, Marketing Advisor and Financial Analyst. Left panel: connected apps — Gmail, Calendar, Google Drive, Slack, CRM, Projects, SharePoint, GitHub and more via MCP. Right panel: from information to business impact — create deliverables, turn data into insights, identify what matters, take action, challenge your thinking, make it repeatable. Bottom: the ten-minute setup, a ten-step timeline from picking one business problem to making it repeatable, and the outcome — better decisions, more time for strategy, stronger execution, sustainable growth. ↗ Open full-size
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Quick reference: the 10-minute setup
  1. Pick one business problem. "I want a daily CEO briefing."
  2. Open ChatGPT Work. Set the objective, not a question.
  3. Connect your first app. Gmail, Drive or Slack.
  4. Check permissions. Start with read access.
  5. Give it your company context. Upload or paste your Company Brief.
  6. Run your first CEO briefing. What changed? What needs attention?
  7. Challenge it. "What have you missed?"
  8. Turn insight into action. Create an action list with owners.
  9. Create the deliverable. One-page brief, presentation or plan.
  10. Make it repeatable. Turn it into a weekly workflow.

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.

Copy-paste prompt

"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.

What to put in your Company Brief
  • Company overview, products and services
  • Target customers and revenue model
  • Competitive positioning
  • Organisation structure and leadership team
  • Strategic priorities and annual objectives
  • Key metrics, current challenges and major initiatives
  • Important terminology
  • Then tell it:

    Copy-paste prompt

    "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.

    Bring ChatGPT to the information

    Connect the systems, not replace them.

    Business system
    Typical systems
    Where it lives
    With ChatGPT Work connected
    What you get
    Email
    Gmail
    Analyse important conversations, identify priorities and draft responses
    Calendar
    Google · Microsoft 365
    Prepare meetings and organise priorities
    Documents
    Google Drive · SharePoint
    Find and analyse company documents
    Team chat
    Slack · Teams
    Review discussions, decisions and emerging issues
    CRM
    Salesforce · HubSpot
    Analyse customers, opportunities and pipeline where supported
    Project tools
    Asana · Jira · Linear
    Review progress, blockers and deadlines
    Knowledge base
    Notion · Confluence
    Search company knowledge and documentation
    GitHub
    GitHub
    Analyse development activity and releases
    Connect one relevant app to start — Settings → Apps — then add more Source: GTM Bench Review · Issue No. 017

    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.

    Copy-paste prompt · run each morning

    "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.

    Copy-paste prompt · before the 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."

    Copy-paste prompt · after the meeting

    "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.

    Five seats at the table

    Give every function an analyst that never sleeps.

    AI Chief of Staff

    Daily briefings

    Meeting preparation and decision tracking
    Follow-ups and executive priorities
    AI Strategy Office

    The board's mind

    Market research and competitor analysis
    Strategic options, scenario planning, decision memos
    AI Revenue Office

    The number

    Pipeline analysis and customer research
    Account reviews, forecast analysis, revenue opportunities
    AI Finance Office

    The truth-teller

    Budget and variance analysis
    Scenario modelling and management dashboards
    AI Marketing Office

    The narrative

    Market research and messaging
    Campaign analysis and competitive intelligence

    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.

    Copy-paste prompt · pressure-test a decision

    "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.

    Put it on a cadence

    From prompts to a rhythm.

    Daily
    CEO briefing
    Email prioritisation
    Meeting prep & decision review
    Weekly
    Revenue, customers & product review
    Marketing & finance performance
    Operations & people issues
    Monthly
    Board papers & investor updates
    Department reviews
    Budget analysis
    Quarterly
    Strategic planning
    Market & competitive intelligence
    Growth opportunities

    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."

    Copy-paste prompt · why did performance change?

    "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.

    01
    Context

    Teach ChatGPT your business — the Company Brief from Lesson 2.

    02
    Connect

    Connect it to the systems where your business operates — Lesson 3.

    03
    Delegate

    Give it an outcome, not merely a question.

    04
    Challenge

    Ask it to test assumptions and find what you missed.

    05
    Review

    You remain accountable for judgement and consequential decisions.

    06
    Act

    Where appropriate and authorised, let ChatGPT turn the decision into execution.

    The build
    Your AI Executive Office.
    CEOStrategic decisionsCHATGPT WORKYOUR AI EXECUTIVE OFFICEChief of StaffBriefs · prep · follow-upExecutive AnalystReads · analyses · draftsResearch TeamMarkets · rivals · signalsStrategy · Revenue · Finance · Marketing · OperationsCONNECTED APPS & BUSINESS SYSTEMSGmail · Calendar · Drive · Slack · CRM · Projects · GitHub

    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.

    Common CEO mistakes
  • Asking questions instead of delegating an outcome
  • Connecting everything at once instead of starting with one app
  • Granting write access before the workflow is understood
  • Accepting the first output instead of asking what it missed
  • Asking AI to make the decision instead of improving your own judgement
  • 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 → decision

    Email, Slack, CRM, reports, meetings, more meetings, then delegate, follow up, check progress.

    AI-native model

    CEO → objective → deliverable

    Research, 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.

    The next generation of CEOs won't use AI simply to work faster. They'll use AI to delegate entire pieces of work — from objective to finished outcome. The competitive advantage won't be having ChatGPT. It will be knowing what to give it. GTM Bench Review · The GTM Bench Insight
    Run this today
  • Build your CEO Company Brief (Lesson 2)
  • Connect one business app to start — email, calendar or CRM (Lesson 3)
  • Run the CEO briefing prompt tomorrow morning, then make it repeatable (Lesson 4)
  • Bookend your next meeting with the prep and follow-up prompts (Lesson 5)
  • Pressure-test your next big decision before you commit (Lesson 7)
  • Take this with you

    The boardroom deck. Built for your next leadership meeting.

    This issue ships with the full boardroom deck. Walk your leadership team through the AI Executive Office, the prompts, and the Co-Work Loop.

    PDF The Boardroom Deck

    The 12-slide deck.

    Walk your leadership team through the AI Executive Office, the prompts, and the Co-Work Loop — opens cleanly on any device, no PowerPoint required.

    Download PDF ~170 KB · 12 slides

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