I’ve talked a lot about using AI for strategic leadership work. But most of the value comes from a few prompts I end up using over and over again.
This week, I looked back at where I keep reaching for help. There are top three prompts that stood out, mostly because they do one thing really well: help me think clearly when time is tight and decisions feel unclear.
The Top 3 Prompts That Work
When your calendar’s packed, your team is stuck, and your brain needs a reset, these are the prompts I keep coming back to.
Prompt #1: Executive Brief Builder
“Write a 1-page summary of our [initiative]. Include impact, blockers, and next decisions.”
When to use it: Right before sharing updates with stakeholders or leadership.
Why it works: It cuts the bloat and shows you whether the work is actually on track—or just in motion.
Prompt #2: Triage Competing Projects
“Help prioritize the top 3 bets from this list. Sort by effort, risk, and upside. Explain the tradeoffs.”
When to use it: Anytime you're facing a roadmap decision or headcount shift.
Why it works: Forces tradeoff thinking. Helps you move forward without second-guessing.
Prompt #3: Audit My Week
“Review this calendar. Flag what to decline, delegate, or rethink.”
When to use it: Every Friday or when your week feels like a blur.
Why it works: Most execs don’t need more time. They need fewer distractions. This prompt shows you where your time is going that it shouldn’t be.
The Executive Prompt Pack
These are just 3 of the 20 prompts in the template I released this week. It’s called The Executive Prompt Pack—a Notion template with 20 copy-paste prompts, organized by use case (strategy, planning, ops, feedback, and more).
If you want to stop guessing what to ask AI and start using it to lead with clarity,
👉 Grab it here: https://weiweihu.gumroad.com/l/executive-prompt-pack
Read the Full Article
Author’s Note:
I’ll be sharing more prompts and examples in the future. If there’s a leadership moment you want a prompt for, reply and I’ll try to build it. Until then—keep thinking sharp and working with less noise.
P.S. If you’ve already picked up the prompt pack—thank you! I’d love to hear which prompt you’ve used first. Hit comment and let me know.
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