Try storing the Ah, Fudge! Factory or the Elementary School to get Miss Hoover free. If that doesn't work:
1) Force close your app and reopen it. Get the list of apps open up on your device and shut it down from there. If you don't know how to do this, look up how to force close an app on your device. Upon reopening it, it should trigger.
2) If that still didn't work, try resetting your device. Turn it off then on again. Then open Tapped Out and look again to see if it triggers.
3) The final thing you can try is to uninstall the game and reinstall it.
4) In the slight chance after doing all these steps, the quest still doesn't trigger, either you have not met all the requirements for the quest or there is a problem with your game. Make doubly sure you meet the requirements and if you do, contact EA for help.
