I Gave ChatGPT Control Over My Daily Schedule

Productivity heaven or complete chaos?

image created by ideogram and edited by author

I handed my calendar to a robot at 7:12 a.m. on a Tuesday.
By 7:15, it had deleted “lunch.”
I know, it sounds crazy, but I was tired of coloring in time blocks like a kindergartener.

So I wrote a tiny prompt, pasted my to-do list, and let ChatGPT boss me around for 14 straight days.

Below is the exact script, the hourly logs, and the bruises.

Steal what helps, laugh at what doesn’t.

  1. Why I did it
    I bill $75 an hour writing emails for SaaS brands.
    Every minute I spend picking what to do next is a minute I don’t get paid.
    I wanted a free office manager.
    The AI wanted, well, nothing; that’s the whole point.
  2. The prompt that started the experiment

“Act as my ruthless chief of staff.
My goal: bill 25 hours this week, sleep 7.5 hours a night, and finish each day with an empty inbox.
You control the calendar.
Schedule tasks in 30-minute blocks.
No back-to-back calls.
If something slips, tell me what to delete — don’t just pile it on tomorrow.
Reply in table form: Time | Task | Reason.”

Total word count: 82.
I hit enter and stepped back.

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