Does Your Resume Undersell Your Leadership Skills?

10 CHATGPT RESUME PROMPTS SERIES: PROMPT #10
Strengthen Your Leadership Story

Picture this: You walk into a dark room, and someone hands you a flashlight. But the batteries are weak. You can barely make out what’s in front of you. It’s hard to see anything clearly.

This is how I’ve seen leadership capabilities described on the resumes of even the most experienced and accomplished people—like that struggling flashlight… dim, vague, hard to see, and forgettable.

You say you “led a team,” “improved performance,” and “delivered results.”

But without detail, metrics, or impact?

Just like that flashlight, your resume isn’t helping anyone quickly and clearly see your true leadership capabilities.

If you want to land an interview for a leadership role, you’ve got to put fresh batteries in that flashlight and shine a bright light on what you actually did, your scope, and what changed because you were leading.

This final resume prompt helps you do just that.

Ready? Let’s dive in.

If you want to check out prompts 1-9 in the series, go here.

💡 PROTIPS TO MAX OUT THIS PROMPT
Gather Your Leadership Experiences

Slow is smooth, and smooth is fast. Go slow here and take a complete inventory of your leadership roles. Don’t overlook those where you didn’t have direct “on an org chart” leadership authority—sometimes those demonstrate your skills the best.

• Include team size, budget, and business results wherever possible

• Tie leadership to development—who got promoted, who grew?

• Call out strategy and systems-level thinking—not just tasks

• Quantify the ripple effect—revenue growth, customer acquisition, cost savings, risk reduction, retention, efficiency, etc.

🔋 THE PROMPT
Slap In Those Fresh Batteries

Using the information you gathered, enter your list of leadership accomplishments into ChatGPT or your favorite generative AI platform, and then use the prompt below. 👇🏻

🧪 THE BREAKDOWN
Before And After

Original:

Enhanced:

See the difference?

The second version doesn’t just say “I managed.” 😴

It proves it—with numbers, scope, and outcomes.

💼 WHY THIS WORKS
It’s 2025—Amidst The Chaos, Managers Want Clarity

54% of CFOs say 2025 forecasts are getting worse. The business world is in turmoil (tariffs, anyone?), and generic leadership blurbs aren’t going to cut it. Hiring managers want proof you can lead through the challenges ahead.

When evaluating resumes for leadership skills, they’re asking?

• What did you own?

• What was the scope?

• Did you grow the business?

• Did people grow under you?

• Did you address poor performance?

• Did you leave things better than you found them?

And most importantly: Did the business get better because of your leadership?

This prompt helps you pull those answers out of your head and onto the page.

🗺️ FINAL THOUGHT
Do The Work To Improve Your Resume

Weak leadership descriptions are like using your car’s outdated GPS system that you’ve never updated.
A lot has changed, and it’s not going to get you where you want to go.

This prompt helps you recalibrate and tell your story.
It lights the path and helps you clearly and confidently communicate your leadership capabilities—without the fluff or putting anyone to sleep.

Now go tell that leadership story like it actually happened.
Because it did.
You just needed the right prompt to unlock it. 🔓

Let’s get you in the interview.
Let’s get you in the room.
Let’s get you hired.

Go get ‘em. 🚀
—Brenden

🫱🏻‍🫲🏽 NOT FOR YOUR NEXT INTERVIEW
Dad Joke Of The Week

I’ve cut exactly 4,532 trees in my career as a lumberjack.🌲

Every time I chopped one down, I kept a log. 🪵

Credit: The Essential Compendium of Dad Jokes. Yes, this is real.

🙏🏼 HELP US IMPROVE
A Quick Question…