Most people decide on a job offer the same way they decide what to order at a restaurant — emotionally, in under a minute, under social pressure. Then they spend the next two years living with that decision. It deserves more than that. A good evaluation has five parts: total comp, leverage, ceiling, culture, and exit optionality. Walk every offer through those five, and the winner usually stops being whichever one felt loudest.
1. Total comp — not just salary
Base salary is the loudest number. It is also often the least important. Add the signing bonus (annualised over the time you actually plan to stay), target bonus at realistic hit rates, equity (in reasonable expected-value terms, not a dream scenario), benefits (health, 401k match, PTO), and any obvious cost differences (commute, relocation, taxes). The number you get here is the real offer. Compare that, not the base.
2. Leverage — how rare is this role?
A role is leveraged when the company needs you more than you need it. Three signals: the role is new and strategic, there are few internal candidates, and there is a visible business problem that will get worse without someone doing the job. Leveraged roles grow people fast. Easy-to-fill roles, even highly paid ones, often stall careers because you are one of many.
3. Ceiling — who sits 2 levels above you?
Look at the two people one and two levels above you. Do they impress you? Would you trade calendars with them in 5 years? If yes, the ceiling is worth climbing. If not, the job may be a local maximum — comfortable, well-paid, and a career dead end. Ceiling is the most under-analysed variable in job offers.
4. Culture — evidence, not vibes
- How long has the last person in this role stayed? Why did they leave?
- Who would be your manager — and what do people who report to them say?
- Is there a visible rhythm (1:1s, reviews, written goals), or is it all vibes and Slack?
- What happens when the company misses a quarter — do people get honest, or does it get political?
5. Exit optionality
A good job should make you more employable elsewhere, not less. Ask: in 2 years, does this role open doors at companies you respect, or is it a niche that only matters internally? Roles with real exit optionality can pay less today and win anyway over a decade.
A five-question scorecard
- What is the honest total comp, not the advertised base?
- Do I have leverage, or am I replaceable?
- Do the people 2 levels above me look like a future I want?
- Does the culture have evidence, not just words?
- Will this role make me more or less hireable in 2 years?
“The best career moves rarely feel obvious at the time. They feel calm.”
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