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The Job Picker
Pick the first job AI should do in your company: five questions, what a good answer looks like, and a prompt that does the asking for you.
One page. Five questions with what a good answer looks like, and the prompt for ChatGPT or Claude that ranks your jobs and names the first.
The first part is open below. The PDF adds: copy this into chatgpt or claude with your list of jobs, what you get back.
Free. The link shows here and lands in your inbox. Nothing else.

What's inside
- How to use it, in three steps
- The five questions, each with what a good answer looks like
- The rule: repeated, easy to check, cheap to stop
- The prompt for ChatGPT or Claude that asks, ranks and names the first job
- What you get back, and what to keep
Which job should AI do first in your company?
Write down the jobs that return to you every week. Then ask the five questions below. Each one comes with what a good answer looks like, and the job that gets a good answer to all five is the one to start with.
Nothing here needs a new tool, and you don't need to be technical. You need to know which jobs pass through you, and you're the one person who does.
How to use it
- Write down the jobs that come back to you every week, with roughly how often each one happens and who does it. Five is plenty.
- Read each job against the five questions. Be honest: it's your list.
- Or copy the prompt at the end into ChatGPT or Claude with your list, and it does the asking, the ranking and the naming for you.
The five questions
- Does the job happen often enough to learn from? A good answer: weekly or daily. A job you do twice a year won't teach anyone anything.
- Can a person check whether the result is right? A good answer: someone can tell right from wrong in a minute, without redoing the job.
- What does a wrong answer cost? A good answer: an apology, a redo, ten minutes. Not a lost client or a legal letter.
- Can the job reach the same information and tools as the person doing it now? A good answer: the inbox, the spreadsheet, the CRM are already there or can be given. If the facts live in someone's head, write them down first.
- Where must a person still decide, approve or send? A good answer: you can name the person and the step. That step stays theirs.
Start with a repeated job that's easy to check and cheap to stop. If the result is hard to check, redesign the review before you automate the whole job.
Still to come, in the PDF
- Copy this into ChatGPT or Claude with your list of jobs
- What you get back
Free. The link shows here and lands in your inbox. Nothing else.
Who's behind it

Matt Hertel. An engineer who has also run the company. Built and sold apps solo. Fractional CTO in startups. Every Sunday, one job start to finish, in No Manual Yet.
Every Sunday, one job start to finish, in No Manual Yet. Read the latest issue
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