05/15/2026
47 emails before 8am. Three back-to-back calls. A board update due Friday. And it was only Tuesday.
I've had plenty of weeks like that. After enough of them, I stopped trying to muscle through and started looking for leverage.
If you're a busy executive, you've been there too. The fix isn't more discipline or another productivity app. It's asking AI for help the same way you'd ask a sharp chief of staff.
I put 5 prompts on the carousel above. Here's the full text of each so you can copy and paste straight into ChatGPT, Claude, Gemini, or Copilot.
A quick note before you dive in. These prompts work, but they get magical when you feed them real context. Don't just fill in the brackets. Upload the actual email thread. Attach the proposal. Paste the meeting transcript. Drop in the spreadsheet. ChatGPT, Claude, Gemini, and Copilot all take file uploads now. That's where the magic happens.
1. The Meeting Prep Power-Up
"You're my executive briefing assistant. I have a 30-minute meeting with [PERSON/COMPANY] about [TOPIC]. Background: [PASTE 2-3 SENTENCES OR THE EMAIL THREAD]. Give me a one-page brief: their likely goals, 3 sharp questions I should ask, 2 objections to prepare for, and my opening line. Keep it tight. No fluff."
2. The Inbox Triage
"Act as my chief of staff. I'm pasting 5-10 emails below. For each one give me: (1) priority (urgent / today / this week / archive), (2) a one-sentence summary of what they want, and (3) a 2-3 sentence reply draft in my voice (direct, warm, no corporate-speak). Emails: [PASTE]"
3. The Decision Framer
"You're a strategic advisor to a small business CEO. I'm deciding between [OPTION A] and [OPTION B]. Context: [2-3 SENTENCES ON THE BUSINESS AND CONSTRAINTS]. Walk me through the 3 strongest arguments for each side, 1-2 questions I haven't asked myself yet, the worst-case scenario for each, and your recommendation with reasoning. Push back if my framing is wrong."
4. The Hard Conversation Draft
"I need to write a message to [PERSON AND ROLE]. The situation: [2-3 SENTENCES]. The message needs to [GOAL, e.g. decline a partnership, push back on a vendor, deliver tough feedback]. Tone: direct, respectful, no hedging. Give me 2 versions: one short and firm, one slightly longer with context. No corporate-speak."
5. The Weekly Strategic Reset
"You're my executive coach. Here's what I got done this week and what's still on my plate: [PASTE]. Tell me what moved the business forward, what was busy work I should stop doing, the 1 thing that should be next week's top priority, and 1 question worth sitting with over the weekend. Be honest, not cheerleady."
Curious for everyone reading: what's the 1 task you'd hand off to AI tomorrow if you trusted it? Or is trust the real problem?