I Asked AI to Write My Resignation Letter. It Got Me a Promotion Instead.

When I asked ChatGPT to help me quit, it wrote something so professional I got promoted instead. A true story of career sabotage turned success.

5/16/20251 min read

Cartoon-style illustration featuring two anthropomorphic plug characters in an office setting. One c
Cartoon-style illustration featuring two anthropomorphic plug characters in an office setting. One c

I was done. Burnt out. Cooked to a crisp.
So naturally, I turned to the one being who truly understands emotional collapse: ChatGPT.

I typed:

“Write me a professional resignation letter, but make it sound polite, confident, and just salty enough to let them know it’s their fault.”

And the AI delivered.

It wrote a letter that could bring a tear to your boss’s eye while gently suggesting they seek therapy. It used phrases like:

  • “Proud of the growth I’ve achieved… despite the challenges.”

  • “While I value the learning experience… I also value sleep.”

  • “It’s not you. It’s mostly you.”

It was perfect. Until it wasn’t.

The Twist: HR Loved It

I printed it, signed it, handed it in with a flourish.
Then something weird happened.

Instead of handing me a cardboard box and a sad desk plant, my manager said:

“We had no idea you felt this way. Would you consider leading the team instead?”

Excuse me?

Apparently, AI had unintentionally positioned me as an insightful, composed, and solution-oriented leader rather than a mentally exhausted keyboard goblin.

The Accidental Promotion

Two weeks later, I had a new title, a slightly higher salary, and a chair that didn’t squeak when I slouched.
The letter now lives in the HR Hall of Fame (aka, the group chat where they save spicy emails).

I still haven’t told them a robot wrote it.
I don’t plan to.

Should You Let AI Handle Your Career Moves?

Honestly? Maybe.

AI might not know your coworkers’ names, but it definitely knows how to:

  • Use passive-aggressive professionalism like a sword

  • Highlight your accomplishments without sounding like a narcissist

  • Drop mic-level closure lines like, “I leave this role with respect, insight, and an unshakable sense of relief.”

Just… maybe have someone read it first so you don’t accidentally end up with more responsibility.

Moral of the Story:

Never underestimate the power of AI, self-respect, and a well-timed exit strategy.
Even if you don’t end up quitting, you will end up with an epic story — and maybe a raise.