The Drew Carey Show
Bringing Up Boss
S7 E19:
The new owner of Winfred-Louder gives it to his spoiled 19-year-old daughter and warns Drew that if she fails at running it, he'll lose his promotion. She repays him for intervening in her in-store romance by moving him to the loading dock.
Starring
Jim Piddock, Jessica Cauffiel, Jason Padgett