You ask great questions.
I definitely have regrets about my time working at Amazon. Specifically, I wish that I had pushed back more about doing certain things.
Honestly, DRM wasn't even the worst. All the unnecessary user tracking was way worse, in my opinion.
Its impossible to know for sure, because I didn't push back as much as I should have, but I really think that "well if I hadn't, the next person would've" was absolutely true in this case (knowing what I know about all the other engineers that were in the department at the same time as me). I'm not saying the other engineers were bad people, a lot of them were lovely but they definitely had different convictions than I have.
Do you tell yourself "well if I hadn't, the next person would've" ?
Did they force you to do it, then ? Was it worth it ?