Assuming you are 1) excited by the people you'd be working with and 2) excited by the problem and tech stack you'd be working on, I'd want to assess: - Does th

Assuming you are 1) excited by the people you'd be working with and 2) excited by the problem and tech stack you'd be working on, I'd want to assess: - Does the product have traction? Are there paying customers or people who are very excited about what you are building? - How much runway do they have? Perhaps related, if they aren't yet profitable, does the company act like they are (salaries, fancy perks, etc.)? - Are you getting a reasonable amount of equity comp and is it structured such that you'll likely be able to benefit from future upside? Startups can change rapidly and stock options are notoriously tricky: you don't want to have to leave stock behind or stay too long at a company that you grow to dislike. This is complicated but http://stockoptioncounsel.com/blog/joining-an-early-stage-startup-negotiateyour-equity-wisely-with-stock-option-counsel-tips/2014/2/12 http://stockoptioncounsel.com/blog/joining-an-early-stage-st... and http://stockoptioncounsel.com/blog/early-expiration-of-startup-stock-options-part-3-examples-of-good-startup-equity-design-by-company-stage/2017/8/11 http://stockoptioncounsel.com/blog/early-expiration-of-start... are good resources if you really want to dig in.