Server Version#: 1.19.4.2902
Player Version#: 1.12.1.1253-c29aa096
On startup, Plex for Windows says that a newer version is available and says I should update now. If I do, it puts me on to version 1.6.something. This was true on 1.11 and persists in the most recent version. If I had to take a guess, 6 > 1 so the version comparison is being done character-wise rather than on a parsed int method.