One word of advice to OP: don’t wait till you can’t use Windows anymore. Start by dual booting and getting a hang of Linux, but with windows at the ready for any tasks you cannot yet do/feel comfortable doing on Linux. As you get a better hold of Linux, you should naturally begin to use Windows less.
I’m not experienced with nvidia shield, but in my raspberry pi I use Kodi with the Daddy Live addon. I believe you can install Kodi in the shield, so maybe that’s an option.