Career + University?

I never tried, but I guess it might work with some careers. Working late hours should not conflict with your classes, and if your sim already worked a while and saved up vacations days, you could always use some of those to access class without losing your job. That said, a sim won't need to attend every single class to achieve good degree, there are more parameters than classes. It should work if your sim take a break between terms and if s/he is rather skilled already, because there will of course be less time for skill building.

Not sure what the gain would be though, except for story telling and a challenge, as s/he should quit the job before graduating anyway to benefit max from the level raise and bonus.