If anyone is considering an offer with a start up or really anywhere that includes ISOs on non-publicly-traded stock as part of the comp package, I can highly recommend this git repository (it's also a book, but I just read the Markdown version):
https://github.com/jlevy/og-equity-compensation
The tl;dr, if you really dig in, is that there are 9999 ways for your ISOs to be worth $0 (and worse you can pay for the privilege of holding this equity worth $0). And very few ways that they turn in to real income. We've all been spoiled by the Big Corp(™️) RSUs, but beware.
Start ups that are offering equity will not want to be transparent on:
• Outstanding shares and the cap table
• latest 409A valuation
But without this information, you
cannot even
estimate the value of the options they are offering you. It's a total black box of a lottery ticket. I may be jaded, or just old and have 2 kids and a mortgage, but it's a very frustrating form of "Compensation"
Ask about about an
extended exercise window. Most companies don't do it. Some do.