Do townies already at the top of their career count for lifting that particular restriction? For example, if my founder marries a townie that's already a professional party guest, is Slacker automatically lifted?

Doesn't Pescado's clothing tool allow you to do that?

I haven't tried this in debug mode, but the phone hack definitely interferes with Nightlife's "manage groups" function. Every time I try to do this while the phone hack is installed I end up calling Sims instead of grouping them. Can't wait until you get a chance to update this for the new EP.

By the way, is there a list on this site of what hacks do (or don't)  seem to work with Nightlife?