Either a bug or I'm an idiot but I started a new game (back after a year or so) and I immediately tried to do the book sorting job at the apartment on Day 2. I'm stuck in an endless loop in the job. I am trying to sort alphabetically, but either one option greys out or all options are available and the quest seems to be bugged.
Edit: Okay I am an idiot and I'm gonna leave this for anyone else. The text box is a list you sort by switching the greyed out option with the selected option. Don't think this stumped me the first time but I failed today for 10 minutes