This first happened when I was playing earlier today (Nov 2). I had a teen Sim who was supposed go to school on Friday (sims time), but she wouldn't leave. If I clicked on "go to school" in her school/work panel, it didn't show up in her queue. Same if I selected go to high school as a self-interaction.
Later that day, she sign up for a rabbit hole odd job. When it was time for her to go to work, she had the exact same problem where she just wouldn't leave. Her mother is a self-employed nectar-maker, so I don't know if this applies to adult jobs.
This is an un-modded save. I have the following EPs: GtW, GT, CL, Seasons, GF, IL, SE, EL, HR. Game Packs: all of them except Batuu, Weddings, and Dine Out. Stuff Packs: all of them except Moschino, Laundry, Patio, Spooky, Cool Kitchen, Home Chef.