Half of the playlists tracks aren't getting pushed to Plex

[Roshri]

So I just created a new playlist with around 100 songs on it and when I ran the program, only 46 of the songs on the m3u showed up on Plex. I checked and it seems that the songs that aren't getting pushed are those which paths get dangerously close to the character limit.

So those with around 200 characters on the path won't get pushed no matter what I try.

Is there a way to address this without modifying my directories?