@Sharonia As Irene already said, you just have to change one toggle in the settings, and you're all set regarding the tags (two toggles if you want to see all building tags, too). By the way, you can click on the tags and use, for example, Master Controller commands on them, same as if you clicked on the sims directly. So just go to the map, click on the tags of your straying sims, and then send them to school or work from map view.
@Nikkei_Simmer Yes, after some time, nearly everyone is rich. At least everyone who starts collecting gems. If you have pets active, that happens even more quickly, because collecting minor animals is also much more profitable than going to work.