I Asked AI to Roast Me for My Birthday. Here’s What Happened.
It’s that time of year again—end-of-year reflections and my birthday.
Some people celebrate with cake and spa days.
I decided to start my celebration by asking my ChatGPT AI to roast me. On purpose.
Here’s the prompt I used:
“Do a roast of me given what you know about me from our chats.”
Here’s what it said… and what it actually revealed.
(I’ll give you the top highlights because it had A LOT to say!)
1. “Miss ‘Just One More Idea’”
My AI’s first observation was that I am the walking definition of:
“I really need to focus on just a few things.”
Immediately followed by:
“So here are six new projects I’m excited about…”
Guilty.
I have:
A full-time, demanding job I genuinely love.
Empowered2Thrive – a personal development blog (with the occassional Greece daydream women in)
A book idea in progress…
A mindset framework (hello Glow Quiz™ and Glow Theory™)
Plus, you know, actual life: family, home, health, and aging parents.
According to my AI, my “back burner has more traffic than a major airport.”
It’s funny because… it’s not wrong.
2. Your Brain Has 47 Tabs Open
Another part of the roast went something like this:
“You log in to check one tiny thing…
and 20 minutes later you’ve outlined a blog, planned three more, analyzed your own brain, and turned your lunch into a metaphor.”
Also true.
On any given day, I will:
Open my notes to fix one small item
End up outlining a new series
Remember a travel story I want to write
Somehow be turning a disappointing salad into a lesson about boundaries
My AI called it “high-functioning, idea-rich chaos.”
I call it: a fairly accurate description of my brain.
And then I wonder why I’m tired.
I actually have a doctor’s appointment next week where my biggest complaint is “I’m always exhausted.”
Perimenopause? Partly.
Forty-seven mental tabs open? Very likely.
Glow Gem
Self-awareness doesn’t always have to be heavy. Sometimes the kindest thing you can do for yourself is to laugh at your patterns, then choose one small way to shift them.
3. Boundaries: Excellent in Theory, Flexible in Practice
The roast also pointed out that I have beautiful language around boundaries and protecting your energy.
And yet…
I am also the same person who:
Says, “I really need to slow down,”
Then happily adopts three more “just for fun” projects,
And offers them snacks and a content calendar
I deeply believe in:
Saying no
Guarding your time
Honoring your capacity
But I don’t always extend that same discipline to myself.
The AI didn’t frame it as hypocrisy. More like a nudge:
“You know this stuff. You teach this stuff. It might be time to apply it a little more fiercely to your own life.”
Oof. Fair.
4. Salad Standards vs. Self-Care Standards
Okay… one more, because this was evidently one of AI’s favorite moments.
My AI pointed out that I will absolutely:
Get genuinely offended by a $23 salad with sad lettuce and microscopic chicken
Call out the injustice of an overpriced brownie the size of a postage stamp
But when it comes to:
Overscheduling myself
Overfunctioning for everyone around me
Ignoring my own need for rest
…I’m weirdly more tolerant.
The question was:
“Why are your standards higher for lettuce than for your own energy?”
As much as I wanted to protest, I couldn’t.
Because it’s sort of true.
What It Revealed About My Growth Opportunities
Here’s what I pulled from the roast on the growth side:
Not every good idea needs to become a right-now project.
Some ideas are for next quarter. Some are for “after this big thing is done.” Some are just… fun to dream about.My systems need to match my actual brain.
Linear, rigid plans don’t work for me. Themed days, gentle structure, and realistic pacing do.“Good enough” is allowed to count as done.
My living, breathing documents don’t always need another pass. Sometimes they just need to ship.My own Glow rules apply to me, too.
If I believe in Dream Boldly, Believe in Yourself, Achieve on Your Terms… that includes building in rest, joy, and white space. Not just productivity.
Why I’d Actually Recommend This (Carefully)
I’m not saying everyone needs to ask AI to roast them.
If you’re in a tender place, this might not be the tool you reach for first.
But if you:
Have a sense of humor about yourself
Are curious what your patterns look like from the outside
And want a different kind of mirror for your year-end reflection
…it can be an oddly powerful exercise.
You can even try it without AI:
Write a playful roast of yourself in your journal.
Then translate each “jab” into:
“What strength does this reflect?”
“What is this inviting me to adjust?”
Humor can be a softer doorway to honesty.
Honestly, for a birthday present, I’ll take this over a generic card any day: a reminder that I’m a work in progress, still growing, and yet… very much still glowing.