When Cleveland finds out that Holt (Jason Sudeikis) was not invited to his estranged family's holiday dinner, he asks him to babysit Rallo (Mike Henry) while the gang opens a new airport pub. Holt quickly realizes that babysitting is an easy way to meet girls, so he uses Rallo as a chick magnet in exchange for toys. Meanwhile, Cleveland gets drunk and winds up flying an airplane in danger of crashing, so Holt and his drill sergeant father, General Richter (guest voice Will Arnett), must work together to bring Cleveland back to safety.