I think my go-to for this is just including styles directly in the glimmer component for the page. That’s the only thing I’ve tried that works consistently. And then I don’t have to muck with the conditional CSS rules.
The CSS compilation pipeline has been giving me no end of troubles - I’m finding it’s really inconsistent about refreshing, applying rules… things disappear and I don’t know why. I don’t know if this has something to do with running in a Docker container? I’ve now dispensed with my symlink to the plugins folder entirely - I believe that was causing problems with the Docker volume mount and file watching/recompilation. I can probably create a minimal repo to reproduce these problems… I’ll see if I can do that and get it published in the next few days.