Teddy loses a mom's earring while babysitting. Meanwhile, Bob thinks he's won the lottery when Gabe gives him a fake winning ticket.

Amy convinces Mary Lou Wentz to throw her a baby shower, but the event turns bad when Charlie blurts out all the horrible things Amy said about her baby shower guests.

When Spencer is accepted at a Boston college, Teddy learns how hard a long distance relationship can be. Amy starts a Mommy Blog. Bob accidentally released termites into the house.

When Spencer is accepted at a Boston college, Teddy learns how hard a long distance relationship can be. Amy starts a Mommy Blog. Bob accidentally released termites into the house.

Teddy struggles with applications for college and she dreams that she is in different times in the past. Gabe faces his old teacher. Bob gets an old rock look.

Teddy suspects that someone at school is out to get her. Amy and Bob suspect that Deedee Dooley is teaching Charlie bad behavior Gabe tries to prevent his report card from being mailed home.

Amy goes all out for Charlie’s birthday.Teddy goes to work at Bob’s extermination business. Gabe is sent home from school for accidentally getting in a fight.

Ten years in the future, 14 year-old Charlie watches a video diary that Teddy made about a fight she had with Gabe, in hopes that it will guide her through her fight with an 11 year-old Toby.

Teddy leaves for college and the family has a hard time saying goodbye.