Plexamp bugs

In that case, there are only a few things I can think of that may be at play here:

  1. Again, that randomness bug

  2. This (resolved) bug related to similar artists: Mood and Style tags suddenly disappeared from music library

  3. The size of your library: are there enough tracks to build a sufficient radio?

Out of interest though, where did you read the recommendation to store your files under genre folders? Plex’s recommendation is usually to use Album Artist > Album > track