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12 AI Prompts Every C-Suite Executive Should Know This Month

Real prompts. Tested by practitioners. Copy them, paste them into ChatGPT or Claude, and use them in your next meeting. No fluff, no theory.

Updated March 2026 · By Sean Halter & Steven Moy
No Email Required · Just Use Them
Strategic Clarity — What to Ask Before You Buy Anything
01
The "Cut Through the Vendor Pitch" Prompt
Use this before your next AI vendor meeting
I'm a [CMO/CEO/Agency Head] evaluating an AI tool for [specific use case]. The vendor claims it will [their main promise]. Help me build a list of 10 specific questions that will reveal whether this tool actually delivers ROI or just creates a new dependency. Focus on questions about data ownership, integration costs, time-to-value, and what happens when we want to leave.
Pro tip: Paste the vendor's own pitch deck summary in for even more targeted questions.
02
The "Board-Ready AI Strategy" Prompt
When your board asks "what's our AI strategy?" and you need a real answer
I lead a [size] marketing organization in [industry]. Our annual budget is approximately [$X]. Our board is asking for our AI strategy. Help me build a 90-day AI integration roadmap that's specific to marketing and media — not generic IT. Include: which functions to automate first, estimated time savings, required investment, and 3 metrics we'll use to prove ROI to the board. Be honest about what AI can't do yet.
Pro tip: Run this prompt twice — once optimistic, once skeptical. The truth is in the middle.
03
The "Honest Assessment" Prompt
For when you need to know what you don't know
I'm a senior marketing executive who's been in the industry for [X] years. I understand [list what you know about AI] but I'm unclear on [list what confuses you]. Without being condescending or oversimplifying, explain the 5 most important things I need to understand about AI's impact on marketing and advertising in the next 12 months. Talk to me like a smart colleague, not a student.
Pro tip: The more honest you are about gaps, the better the output. Nobody sees this but you.
Competitive Intelligence — What Your Competitors Already Know
04
The "Competitor AI Audit" Prompt
Map what your competitors are doing with AI before they tell you
Analyze how AI is being adopted in the [your industry] sector, specifically by companies like [list 3-4 competitors]. Based on public information, job postings, press releases, and industry reports, identify: (1) which AI tools they appear to be using, (2) which marketing functions they're automating, (3) what roles they're hiring for vs. eliminating, and (4) where they're likely 6-12 months ahead of a company that hasn't started yet.
Pro tip: Follow up with "Now tell me the 3 things they're probably getting wrong."
05
The "What's Actually Working in Media" Prompt
Cut through the hype cycle to what's producing results right now
I manage [$X] in annual media spend across [channels]. Separate AI hype from reality: What AI applications in media buying, planning, and optimization are actually producing measurable results today — not in beta, not "coming soon"? For each, give me: the specific use case, realistic performance improvement range, implementation complexity (1-10), and whether it requires replacing existing tools or integrates with current stacks.
Pro tip: Include your current tech stack for specific integration guidance.
Team & Workflow — Making Your People Faster Without Replacing Them
06
The "Team Readiness" Prompt
Assess your team's AI readiness without making anyone feel threatened
I lead a marketing team of [size] with roles including [list key roles]. Design a non-threatening AI skills assessment I can share with my team. It should: (1) identify who's already using AI tools (and which ones), (2) surface which workflows are most AI-ready, (3) find the internal champions who can lead adoption, and (4) avoid language that makes anyone feel their job is at risk. Give me the actual questions to ask.
Pro tip: Run the assessment anonymously first. The honesty level changes dramatically.
07
The "Monday Morning Workflow" Prompt
Find 5 hours a week your team is wasting — this week
Here's a typical week for my [role/team]: [describe 5-7 recurring tasks]. For each task, tell me: (1) Can AI do this now? Partially or fully? (2) Which specific tool handles it best? (3) How many hours per week would we save? (4) What's the learning curve to implement it? I need quick wins I can show results on within 2 weeks, not a 6-month transformation project.
Pro tip: Be brutally specific about the tasks. "Content creation" is too vague. "Writing 3 LinkedIn posts per week for our CEO" is perfect.
08
The "Restructure Without the Panic" Prompt
When the C-Suite wants headcount reduction and you need a smarter plan
My organization wants to reduce marketing costs by [X%]. Instead of cutting heads, help me build a proposal that uses AI to increase output per person. Current team: [list roles and headcount]. Current output: [what you produce monthly]. Show me a model where the same team produces [X% more] using AI tools, with specific tools matched to specific roles. Include estimated costs for tools vs. savings from increased efficiency.
Pro tip: This prompt has saved more than one CMO's team. Use real numbers.
Content & Creative — AI That Doesn't Sound Like AI
09
The "Brand Voice Lock" Prompt
Make AI write like your brand, not like a robot
I'm going to share 5 examples of our best-performing content. Analyze them and create a detailed brand voice guide that includes: tone attributes (with examples), vocabulary preferences, sentence structure patterns, topics we lean into vs. avoid, and our perspective on the industry. Then use that guide to write [specific content piece]. The output should be indistinguishable from our human-written content.
Pro tip: Paste in your actual top-performing blog posts, emails, or social content. The more examples, the better the voice match.
10
The "GEO/SEO Survival" Prompt
Your search strategy just changed — whether you know it or not
My company is [description] and we currently rank for [key terms]. With AI overviews, generative search (GEO), and zero-click results fundamentally changing how people find information: (1) Which of our current rankings are most at risk? (2) What content formats will survive the shift to AI-generated answers? (3) How should we restructure our content strategy for a world where Google answers the question before anyone clicks? Give me a 90-day action plan.
Pro tip: This is Steven Moy's specialty. If the results scare you, that's what we're here for.
Executive Leadership — Leading Through the Shift
11
The "All-Hands AI Talk" Prompt
When you need to address the elephant in the room with your team
I need to give a 10-minute talk to my marketing team about AI and our future. The audience is anxious — they've seen the headlines about AI replacing jobs. Help me write a talk that: (1) acknowledges their concerns honestly, (2) explains how we'll actually be using AI (to augment, not replace), (3) outlines what training and support they'll receive, and (4) ends with specific next steps that make people feel empowered rather than threatened. Tone: confident but not dismissive of their fears.
Pro tip: Deliver this before the rumor mill does it for you.
12
The "What Would I Do If I Were Starting Today" Prompt
The question every experienced leader should ask themselves
I'm a [title] with [X] years of experience in [industry]. If I were starting a competing agency/company today with full knowledge of current AI capabilities, how would I structure it differently? What roles would I hire first? What tools would form my core stack? What would I automate from day one? What would I absolutely keep human? Help me see my own organization through the eyes of a well-funded, AI-native competitor — then tell me the 3 biggest moves I should make to close the gap.
Pro tip: This one stings a little. That means it's working. Take the full assessment here.

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