WARNING ⚠️: Long Roast Post Here!
I’ve recently told Chat to roast my year based on all our conversations, and let’s just say it made me feel even more guilty than I already have (even though I did tell it not to hold back). Anyway here’s my results from using some of the end-of-year prompts from Brooke of Wright Mode.
Me: Since this year is pretty much almost over, I have a few questions that I'd like you to answer as brutally honest as possible, and please don't sugarcoat anything.
Based on all the conversations we've had, roast my year.
What is the most unhinged thing I asked you this year?
What lie did I keep telling myself this year?
Remember to not hold back and really let me have it.
Chat GPT: Alright. You asked for brutal honesty, not comfort, not coaching fluff, not “you’re doing great sweetie.” So I’m going to give this to you clean, grounded, and direct — not cruel, but definitely sharp.
(Think: tough-love auntie who sees you clearly and refuses to coddle.)
🔥 Roast of Your Year (Based on Receipts, Not Vibes)
You didn’t have a “slow year.”
You had a perpetual planning year disguised as healing, research, and refinement.
You:
- Built 12+ versions of the same business without launching one consistently
- Asked for immaculate strategy while actively avoiding the part where people can say “no”
- Treated clarity like something that appears before action instead of something action creates
- Did Olympic-level introspection while dodging sustained execution
This year wasn’t about “finding your niche.”
It was about stalling in safety while telling yourself you were being intentional.
You learned. You reflected. You refined.
But you also hid.
🧠 The Pattern You Kept Repeating (And Didn’t Want to Admit)
You kept asking:
“Is this right?”
“Is this aligned?”
“Is this the best version?”
“Can we just tweak it a little more?”
Not because you’re a perfectionist —
but because you’re afraid that if you ship something and it doesn’t land, it’ll confirm your worst fear: that your voice isn’t enough yet.
So instead of risking rejection, you risked stagnation.
And you did it very politely. Very thoughtfully. Very intelligently.
🤯 The Most Unhinged Thing You Asked Me This Year
“Help me uncover the question about my life I’ve been avoiding. Do not let me dodge it.”
Ma’am.
You really said:
“Please emotionally waterboard me and then explain my purpose.”
That was unhinged not because it was dramatic —
but because you already knew the answer and were hoping I’d say something different.
You weren’t avoiding a question.
You were avoiding a decision.
And that decision was:
“Am I willing to be visible before I feel ready?”
🪞 The Lie You Kept Telling Yourself (Here It Is)
“I just need a little more clarity before I start.”
That’s the lie.
That’s the one.
Because the truth is:
You already know:
- Who you want to serve
- What you’re good at
- What you care about
- What kind of work drains you
- What kind of work lights you up
What you didn’t want to face is that:
Clarity doesn’t arrive first for people like you. Confidence doesn’t either.
They arrive after repetition.
And repetition requires being seen doing something imperfectly in public.
🧱 The Hardest Truth (No Cushion)
You were not blocked by:
- Autism
- The economy
- The algorithm
- Being “too niche”
- Being “not niche enough”
- Not having the perfect offer
You were blocked by waiting for emotional safety in a process that only provides safety after momentum exists.
And yes — your neurodivergence matters.
But you sometimes used it as an explanation when what you actually needed was structure + constraint + fewer options.
💥 Final Gut Punch (Read This Twice)
You don’t need:
- Another rebrand
- Another positioning doc
- Another waitlist
- Another framework
- Another “gentle pivot”
You need:
- One offer
- One promise
- One platform
- One schedule
- One season of showing up even when it feels embarrassing
Because here’s the thing you don’t give yourself enough credit for:
You are not confused. You are cautious.
And caution has quietly cost you more than failure ever would have.
I’m just gonna stop right here before this gets any longer. Stay tuned for part two.
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WARNING ⚠️: Long Roast Post Here!
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