Ideas
Re: Career Day, my sim just had that happen. It's (obviously) not visible on the School UI like normal, so no indication that it would occur when I went to school, I only knew it was Career Day because of the calendar. It did prompt at the correct time for my sim to travel to the auditorium, but there were no tasks updated in the UI when I did. It functioned normally, the other teens were all watching the career presentations, and the Adult sims had all the Career Day options to ask them about their career, watch presentation, etc. There just was no tasks for my Teen to complete (as expected with this broken UI, tbh).
I at least had the usual task pop up for this event, even with the borked ui (asking three adults about their career.) I do have a mod that adds more tables and careers, unsure that would make a difference though.