> An NDA is practically unenforceable in this situation
As we shall see, the non-compete is also unenforceable in this situation, it just costs more to show that it's not. Non-competes are for the "small" people.
The bigger question is, why are you carrying water for them? Enforceability of this BS is not in your interest unless you're a major shareholder, and even then non-competes are ethically dubious at best. If what's in his head is so valuable (which I'm almost certain it's not), Amazon should offer to pay him his previous comp for the duration of his non-compete, at the very least, so that he sits it out for a year. What are his options? To not ever work anywhere else again? To radically switch careers upon departure?
As we shall see, the non-compete is also unenforceable in this situation, it just costs more to show that it's not. Non-competes are for the "small" people.
The bigger question is, why are you carrying water for them? Enforceability of this BS is not in your interest unless you're a major shareholder, and even then non-competes are ethically dubious at best. If what's in his head is so valuable (which I'm almost certain it's not), Amazon should offer to pay him his previous comp for the duration of his non-compete, at the very least, so that he sits it out for a year. What are his options? To not ever work anywhere else again? To radically switch careers upon departure?