Leaving a job you're burnt out in involves a surprising amount of admin: runway maths you keep avoiding, a resignation email you've rewritten nine times, a handover doc nobody will read. These are the prompts worth using for that — and, further down, an honest list of the things you shouldn't hand to a machine.
Showing all 13 prompts
Is it the job, or is it the field?
Deciding
Use when you can't tell whether you need a different employer or a different life. Most people answer this wrong on the first pass because they're too close to a bad manager.
I'm a [role] with [n] years of experience, currently at a [company type]. I'm exhausted and considering leaving the industry.
Below is a description of my last two years. Ask me eight questions, one at a time, designed to separate problems specific to this job from problems inherent to the work itself. Don't reassure me and don't recommend anything until you've asked all eight.
[paste your description]
Audit your own performance reviews
Deciding
The strongest prompt here. You have years of written evidence about what you're good at, and you almost certainly can't see the pattern in it.
Below are my performance reviews and peer feedback from the last [n] years.
Identify the strengths that show up repeatedly across different managers and teams — particularly ones I seem to undersell or not mention myself. Then name three types of work these point toward that aren't my current role. Quote the specific lines you're drawing from.
[paste reviews]
Steelman staying
Deciding
Use once you've decided to leave. If the case for staying still collapses under a genuine argument, you have your answer; if it doesn't, better to find out now.
I've decided to leave my job as a [role]. Here's my reasoning: [paste].
Make the strongest honest case for staying at least another 12 months. Use my own reasoning against me where it's weak. Don't be gentle, and don't invent upsides I haven't mentioned. Finish by naming the single assumption my decision most depends on.
Stress-test your runway against three futures
Money
A single runway number is a fantasy — it assumes everything goes to plan. Check the arithmetic it gives you; this is exactly where models invent figures.
My monthly post-exit expenses are [amount]. I have [amount] saved. Expected income after leaving: [amount or none].
Model three scenarios and tell me the month I run out of money in each:
1. Nothing lands for 12 months
2. I earn 40% of my old income from month 6
3. An unplanned [amount] expense hits in month 3
Show the running balance month by month, then state which single variable changes the outcome most.
Rebuild your budget as post-exit expenses
Money
Your spending changes the day you stop working, in both directions. The commute goes; the health insurance arrives.
Here is my current monthly spending: [paste categories and amounts]. I live in [location] and I'm planning to leave full-time employment.
Rewrite this as my likely post-exit budget. Separate the line items into: disappears entirely, drops, stays flat, and newly appears (including anything my employer currently pays for that I'd have to cover myself). Flag every item where you're guessing rather than calculating.
Day rate versus salary, honestly
Money
Contract rates look enormous next to a salary until you price in everything the salary was quietly buying.
Compare a [amount] day rate against my current [amount] salary in [country].
Price in: unpaid holiday, sick days, pension or retirement contributions, employer taxes, equipment, accounting costs, and realistic gaps between contracts at [n]% utilisation. Give me the honest annual figure for each, then the break-even day rate. Show your workings so I can check them.
The resignation email at three temperatures
Leaving
The regret is almost always over-explaining. Generating three versions makes it obvious how much you were about to justify yourself.
Write my resignation email. I'm a [role] at [company type], leaving after [n] years because of burnout. My notice period is [n] weeks. My relationship with my manager is [good / strained / neutral].
Write three versions: warm, neutral, and strictly professional. Keep each under 120 words. Do not explain my reasons beyond one sentence, and do not thank anyone more than once.
Rehearse a hostile exit interview
Leaving
Practising the deflection once means you won't improvise it badly in the room. Exit interviews are not confidential in the way people assume.
Role-play my exit interview. You are an HR partner who is friendly, sympathetic, and trying to get me to name specific people and repeat specific complaints.
I'm leaving a [role] position because of burnout and a manager problem. Push me. After ten exchanges, stop and tell me exactly which of my answers created risk for me and how I should have phrased them instead.
Generate the handover document
Leaving
The one genuinely tedious task of your notice period, and the one AI is unambiguously good at. Nothing here is emotional.
Below are my commit messages, ticket titles, and existing docs from the last [n] months.
Produce a handover document for whoever takes over: systems I own, recurring tasks with their cadence, known fragilities and the context behind them, external contacts, and anything that only exists in my head. Mark every gap where you'd need me to fill something in rather than guessing.
[paste]
Build a symptom timeline before your appointment
Recovering
Doctors get ten minutes. Walking in with a written timeline changes what's possible in them. This organises what you already know — it does not diagnose anything.
I have a doctor's appointment about exhaustion and stress at work. Below are my notes on how I've felt over the last [n] months.
Organise this into a one-page timeline: when each symptom started, how it's changed, what I've already tried, and what made it better or worse. Then list the questions worth asking. Do not suggest what condition I might have — that's the appointment's job.
[paste notes]
Triage a workload down to what matters
Recovering
For dropping to reduced hours, or for a week where you have far less capacity than the calendar assumes.
Here is everything currently on my plate: [paste].
Sort it into four groups: only I can do this, someone else could do this with a handover, this has been quietly waiting to be dropped, and this is someone else's work that migrated to me. For the last group, draft one sentence I could use to hand each item back.
Explain the gap without apologising
What's next
Seeing five versions side by side is what shows you how much apology you'd built into the first one.
I took [n] months away from work after burning out. Here's how I've been describing it: [paste].
Rewrite it five ways, from most candid to most matter-of-fact. None may apologise, over-explain, or use the words "unfortunately" or "just". Then tell me which version sounds most like someone who made a deliberate decision.
Turn a vague plan into a dated one
What's next
For the first 90 days after handing in notice, when the shapelessness is the problem rather than the workload.
My last day is [date]. My runway is [n] months. What I want from the next 90 days: [paste].
Build a week-by-week plan. Weeks 1–2 must contain no productive goals at all. Every later week gets at most two commitments. Mark which weeks are for recovery and which are for building. Flag anywhere my stated goals need more time than my runway allows.
What not to use these for
Everything above is admin, arithmetic, or rehearsal. That's the category where this genuinely helps. The following are not in that category, and treating them as if they were will cost you something:
Therapy. A model will agree with you warmly and indefinitely. That is the opposite of what a therapist does, and the ways it fails aren't visible from inside the conversation. Finding a real one is worth the effort.
Deciding. Ask it what to do and it will confidently tell you, with no stake in the outcome and no knowledge of your life. Use it to sharpen a decision you're making, never to make one.
Diagnosis. Burnout and depression share almost all their surface symptoms. The difference matters, and it isn't something to settle with a chatbot.
Anything you'll send as your own voice. People can tell. A generated message to a colleague, a friend, or a partner reads as generated, and the cost lands on the relationship rather than the task.