Prompt details

Tested on

Claude Opus 5.5

Length

584 words · 1 fill-in

Example input

[Your situation]: I'm 34 and have been an operations coordinator at a regional trucking and logistics company for 6 years. I schedule freight for about 40 trucks and I run the onboarding for new dispatchers. I'm good at it, but since we switched systems last year most of my day is spreadsheets and I dread it. The parts I like are training new people and fixing processes that confuse everyone. I make $58,000 and have a bachelor's in communications. I don't know if I should change companies, change roles or change fields. My partner and I are saving for a house, so I can't take a big pay cut.

Example output

I heard that you're skilled and trusted after six years running freight scheduling and dispatcher onboarding, but since last year's system change, spreadsheets have crowded out the parts you enjoy: training people and fixing confusing processes. You're open to changing your company, role or field, as long as it doesn't mean a big pay cut while you and your partner save for a house.

I'll ask 10 questions, one at a time. Type "skip" to pass on any question, or "results" to stop early and get your options.

Question 1 of 10: Think of a specific day in the last month or two when work felt good. What were you doing, who was involved, and what made it feel that way?

Claude Opus 5.5

Career Coaching Session – Career coach prompt for ChatGPT and Claude

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Claude Opus 5.5

This prompt runs a career coaching session in your chat. It asks 8 to 12 questions one at a time, then gives a summary of what you said, scored career options, a test for each and a 30-day list.

What you get

A coaching intake of 8 to 12 questions, one at a time, that follows up on vague answers
A table of your energisers, drainers, strengths, values and limits, in your own words
3 to 5 career options scored against that table, including one that keeps your field
A low-cost test for each option and a 30-day action list

How to use it

1
Describe where you are
Write a few honest lines about your job, what you like, what you dread and what is pushing you to change.
2
Answer with real examples
Give a recent moment rather than a general answer. Type skip for a question you cannot answer, or results to stop early.
3
Run the tests
Pick the top two options and run their tests within two weeks. Bring what you learn back to the same chat.

Better results

Answer in a few sentences with a real example; one-word answers give generic options.
If the options miss, reply "None of these fit because ..." and ask for two more built from that reason.
Save the summary table; it is a useful thing to bring to a human coach or a mentor.

Questions

Is ChatGPT good for career advice?

ChatGPT can be good for career advice when it asks about you first and builds options from your answers. It cannot check today's pay or hiring, so verify those, and for deep doubts a human coach or mentor adds what a chat cannot.

Can AI be a career coach?

AI can run a useful coaching session: asking questions, spotting patterns in your answers and turning them into options to test. It does not replace a human coach for accountability or a counsellor if work stress is affecting your health.

How do I prompt ChatGPT for career advice?

Ask it to interview you one question at a time before suggesting anything, cover energy, strengths, values and limits, and then score options against your answers. This prompt sets that up, so you only describe your situation and answer.

Updated 8 Nov 2026