I turned off Bobby's functionality in Mod Menu, and I was able to join the server just fine. However, if I tried to turn it back on again in Mod Menu, it wouldn't generate chunks further than the server render distance. I originally have used the singleplayer world function as a fallback to generate chunks further and leave them loaded, but now nothing loads if I reenable it while on the server, and I cannot join the server with it on. Any help would be appreciated.

Please attach the .minecraft/logs/latest.log file generated after you tried to join the server, got stuck and then closed Minecraft.

Deleting all files in .bobby folder helped me to fix this issue.

Going to assume this to be the same as #92 then, which should be fixed as of v4.0.6.