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Re:Do the math on your stock options by rahimnathwani on Thursday December 31, 2015 @06:25AM (#10817190)
Is it common for engineers to be granted these terms if requested, even if they're not already baked into the company's existing documentation?

If the company hadn't done this before, they'd need to think through the implications for their processes, and probably get a legal stamp of approval. They might not be willing to do this, and instead pass on even a potentially great employee.

Re:Do the math on your stock options by JumpCrisscross on Thursday December 31, 2015 @06:43AM (#10817228)
With an early-stage company, i.e one having not yet raised its Series B, a high-value employee should be able to negotiate almost everything. The earlier-stage and higher-valued the employee, the likelier the company is to budge.

I wouldn't encourage anyone to turn down an offer for its lack of cashless exercisability. The lack thereof, however, causes pain. That should be compensated for. On transferability, I would mark down non-transferable stock to zero in any salary-or-equity trade-off calculation.