Jessie accepts a job as a nanny and moves in with the Ross family, high-flying couple Christina, a former supermodel turned business mogul, and Morgan, a famous movie director, their four kids Emma, Ravi, Luke and Zuri and their beloved 7-foot Asian Water Monitor Lizard. Nanny responsibilities are more difficult than Jessie anticipated as she coaches Emma, who is on the brink of a science fair meltdown.

Jessie loses a pet bunny. Emma gets Luke to help her learn more about sports to impress a guy at school.

Jessie asks Emma to invite the new girl from the building to her party as a welcoming gesture.

Creepy Connie returns with a sidekick, Mackenzie. The two play a cat and mouse game as they vie for Luke's affection.

Jessie and Zuri set out to host a birthday party for Taylor, a new friend who’s sorely missing her mother, a deployed member of the military. When Taylor decides she’d rather not celebrate anything without her mother, Zuri enlists the help of Mrs. Obama.

Jessie agrees to accompany Bertram to his high school reunion, so he can show his former classmates how successful he has become.