1 and 2: Just pirate. Any company that disrespects the user by enforcing DRM like that deserves to lose out on money.
I don't know what NowTV is but sometimes you can bypass restrictions like this by using an extension that switches your user agent to chrome on windows.
All the rest: Yeah... It sucks... Most of these issues would be solved if enough people used Linux to make porting stuff a worthwhile investment. It's a chicken and egg problem but I'm hopeful with the ongoing enshittification of Windows. Surely one day enough people will be tired of eating shit and finally stop doing it.