Kate and the girls go to Drucker's store to pick up the pocket watch they ordered for Uncle Joe's birthday present. While there Kate, in an effort to boost Herby's confidence, inadvertently offers him a job as Assistant Manager at the hotel. Now Kate doesn't have the heart not to give him the job, so she decides that she can give him some menial tasks at the hotel. Uncle Joe believes he is being put out to pasture with Herby showing up. He goes in search of another job. He gets one, telling everyone that he is an executive with some large company. Kate follows him and finds out his big job is actually mopping floors in a cafe. Kate and Sam have to figure out a way to get both Herby and Uncle Joe back to their real jobs.