Plugin Crashes Server

I’m actually seeing a similar issue. For some reason, activating this plugin on production (roughly 20-30 real time users) results in a 502 error. I can get it running on staging, but when the compiler is triggered, it seems to take forever to generate the CSS.

Assuming this is a performance issue, would larger files (more code in one file) or more files (broken up by template, etc.) perform better?