Steve handles the arrangements for the school's annual Teachers Appreciation Day assembly, angering Cedric, who usually plans the event. The acting principal then suffers from the stress of organizing the occasion and dating a younger woman.
As Steve is about to celebrate his fortieth birthday, he makes his students list their life goals. Steve finds a similar list he prepared 20 years earlier, only to discover he has achieved little of what he wanted. Meanwhile, as Steve learns Regina is dating multi-millionaire basketball star Jordan Maddux, a pregnancy test indicates Lovita and Cedric are going to have a baby.