"Dear Dictator" follows Tatiana (Rush), a misfit teen, who begins writing letters to a notorious British-Caribbean dictator, General Anton Vincent (Caine). When Vincent is overthrown in a coup, he flees to Tatiana's home, which she shares with her single mom (Holmes). While hiding out in suburbia, Anton teaches the teen how to start her own high school revolution by taking down the popular kids and grabbing all the power for herself.