The AI CEO Brief

Pack 1 of — · Six prompts

CEO Prompt Packs

Six prompts built around a CEO's actual week. Replace anything in brackets. Each one is ready to paste into Claude or ChatGPT.

Weekly review

Weekly CEO Review

Turns a brain dump into a clear read on the week.

Act as my chief of staff. Here are my notes from this week: [paste notes].

Give me:
1) The three things that actually moved the business
2) The two risks I am underweighting
3) The single most important decision I need to make next week
4) One thing I should stop doing

Be direct. If my notes are missing something important, tell me what is missing.
Board update

Board Update Draft

A tight update, then a stress test of your own message.

Draft a one-page board update for [company], a [industry] company.

Use these inputs: [revenue, key wins, key problems, asks].

Keep it factual and calm, no hype. Then, below the draft, list the three hardest questions a sharp board member would ask after reading it, and how I should answer each.
Decision

Decision Memo

Forces a real recommendation, not a list of options.

Help me think through this decision: [describe the decision and the options].

Lay out each option with its main upside, main risk, and what it costs me if I am wrong. Then give me your single recommendation and the one assumption it depends on most.

If you do not have enough information to recommend, tell me exactly what you need.
Competitor

Market and Competitor Scan

Structures what you already half-know into something usable.

I want a quick read on [competitor or market]. Based on what you can reason from this information: [paste what you know].

Give me:
1) Where they are likely strong
2) Where they are likely exposed
3) The one move that would hurt them most
4) What I should watch over the next quarter

Flag clearly where you are inferring versus where you are confident.
Hiring

Hiring Scorecard

Turns a vague role into something you can interview against.

I am hiring a [role] for [company], a [industry] company.

Build me a hiring scorecard:
- The four outcomes this person must deliver in the first year
- The three must-have competencies
- The two common red flags for this role
- Five interview questions that actually separate strong candidates from average ones
Meeting

Meeting Prep

Ten minutes before the call, get sharp.

I have a meeting with [who] about [topic] in [time]. The outcome I want is [goal].

Give me:
1) The three points I must land
2) The two objections they are most likely to raise and my response to each
3) One question that puts me in control of the conversation
4) What a good outcome and a walk-away look like

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