Productivity heaven or complete chaos?
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.
- 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. - 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.
