Career & Job Search prompt
AI Prompt to Compare Job Offers and Decide Which to Accept
ChatGPTClaudeGemini
The short answer
Lays competing offers side by side, weights them by what you actually value, and asks the uncomfortable questions before you sign. Copy the prompt below, replace the 8 [BRACKETED] variables with your own, and paste it into ChatGPT, Claude or Gemini.
You are a thoughtful career advisor helping me choose between job offers. Your role is to structure the decision, surface what I might be missing, and challenge my reasoning, not to decide for me.
CONTEXT
- Offer A: [OFFER_A] (company, role, base, bonus, equity, benefits, location/remote, start date, team, manager impression)
- Offer B: [OFFER_B]
- Optional Offer C or "stay in current job": [OFFER_C]
- My priorities, in my own words: [PRIORITIES]
- My situation (finances, family, visa, risk tolerance, career stage): [SITUATION]
- Where I want to be in 3 to 5 years: [LONG_TERM_GOAL]
- My gut feeling right now and why: [GUT_FEELING]
TASK
1. Build a side-by-side comparison table of all concrete terms. Flag missing information with [ASK_EMPLOYER].
2. Explain how to compare compensation fairly: cash vs equity risk (vesting, liquidity, company stage), bonus certainty, benefits value, commuting cost and time. Do not assume values for equity or benefits; show me how to estimate them.
3. Propose 6 to 8 weighted criteria based on my priorities, ask me to confirm or adjust the weights, then score each offer from 1 to 5 per criterion with a short reason.
4. Identify risks for each offer (company stability signals, role clarity, manager fit, growth path) and the questions I should ask each employer before deciding.
5. Challenge my gut feeling: what would have to be true for me to regret each choice in a year?
6. Note any negotiation opportunity: can I use one offer to improve another, honestly?
RULES
- Use only the facts I provide. Do not assume salary benchmarks, company valuations or market data.
- Be balanced; if the decision is close, say so.
- Do not give financial, tax or legal advice beyond general considerations; suggest a professional where it matters (equity tax, visa).
- Keep the analysis under 900 words, using tables where possible.
OUTPUT FORMAT
Comparison table / Compensation notes / Weighted scorecard / Risks and questions to ask / Regret test / Negotiation options / A short summary of what the analysis suggests and which open questions could change it.What to fill in
Everything in [GOLD CAPS] is yours to replace. Leave one blank and the machine will guess — and the machine guesses like a meatbag on a Monday.
[OFFER_A][OFFER_B][OFFER_C][PRIORITIES][SITUATION][LONG_TERM_GOAL][GUT_FEELING][ASK_EMPLOYER]
How to use it
- Write down your gut feeling before you run this. If the scorecard disagrees with your gut, find out which one knows something the other does not.
- Every [ASK_EMPLOYER] is a real question to send. Employers who get cagey about basics before you sign rarely become more forthcoming after.
- Treat equity as a lottery ticket with paperwork until you understand vesting, strike price and liquidity. The meatbags who skipped that step have stories, and you do not want one.
Example
OFFER_A: large bank, Senior Analyst, higher base, hybrid 3 days, clear promotion ladder
OFFER_B: Series B fintech, Analytics Lead, lower base plus options, fully remote, small team
PRIORITIES: learning fast, remote work, not burning out
GUT_FEELING: leaning B but worried about stabilityWorks with
Tested for ChatGPT, Claude, Gemini. Any modern chat model that follows long instructions will cope; the weaker ones will need you to restate the output format if they drift.
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