

According to this page, you can jailbreak Kindles going all the way back to the first generation. The older you go the less features may be available to you, however definitely have a look at your model number there.\
There seems to be a firmware version that is incompatible, however that page should provide some more information about it.



I have been using Jellyfin for over a year, brilliant thing. Makes it very easy to stream my media; I have one client catered to music, and the main one for movies/TV shows.