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

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.

After learning the big cheer competition will be held in Hawaii, Teddy decides to join Kelsey on the cheerleading squad; Teddy bombs her cheer tryout and has to beg the coach to give her another chance; Amy asks Gabe and PJ to take Toby to park.

After Teddy uncovers the reason why Amy and her younger sister Jamie drifted apart, she and Charlie quickly devise a plan to convince Amy that it's time to make things right with her sister. Meanwhile, Gabe and Jake sell a photo of Toby and are in hot water when a local grocery store winds up using it.

Teddy takes Charlie to see Santa Claus, but he takes a break just when it's Charlie's turn. Amy and Grandma Linda discover they are performing the same song at the family talent show.

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 throws a sleepover at PJ's apartment to forget about her anniversary with Spencer, while PJ and Emmett take care of their neighbor's pet rats while he's away. After Verne quits working for Bob to start his extermination business, Bob hires a young man named Beau (Luke Benward), as a replacement. Amy and Ms. Dabney use Gabe and Lauren to trick each other to do their chores but tables turn when Gabe and Lauren find out.

Bob's mom visits to help with Toby, driving Amy crazy. Teddy and Spencer celebrate their tenth-month anniversary. Gabe and PJ find an old letter saying that money is buried in Mrs. Dabney's backyard, and start digging to find it.

Ivy's dad opens a weather-themed restaurant where Teddy and Ivy become waitresses. Gabe has a crush on a girl and Amy tries to show her Gabe's "soft" side. PJ and Emmett have a rematch on the baby race, this time on tricycles.

Teddy is excited when the school produces her play and she wants Charlie to be cast as the princess. Bob loses a lot of weight and gets carried away with his makeover. Gabe must do a report on an old person.

Gabe has a crush on Mrs. Dabney's granddaughter.

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.

When Teddy gets accepted into a college in New York City, she goes to New York, alongside P.J. P.J stays at a hot dog cart and gets back together with Skyler. Meanwhile Teddy misses her tour on the subway and meets up with Jessie and Zuri. When a blizzard traps Teddy and P.J in New York City, they decide to stay with Jessie and Zuri.

Teddy and P.J. hatch a plan to keep Bob from tearing down their cherished childhood tree house.

Teddy applies for a job at a trendy teen clothing store where Spencer works. Teddy’s main reason for applying is that she wants a discount on new clothes for her upcoming school photo, however in order to get the job and fit in she needs to get a tan. However the self-tanner she applies goes awry when Charlie gets involved! Also in the episode Bob chases after PJ after he leaves for New York City when he finds out Skyler has moved there. And, Amy finds herself over-involved in Gabe’s life, inviting a girl over who she thinks he likes, but it’s the wrong girl!

With the new baby coming, Amy decide the family needs to move to a new house. Teddy and Spencer audition for better acting reenactment roles at Super Adventureland. With Gabe leaving the neighborhood, he and Mrs. Dabney pull the ultimate pranks on each other.

Once again, things go awry for Teddy when she tries to win over Spencer’s mom. Amy has mixed feelings when PJ and Emmett get an apartment together. Gabe discovers Bob has a hard time letting go of the past.

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.

An unexpected visitor creates drama for Teddy on her 18th birthday.

Teddy and her friends go Halloween caroling to raise money for the drama club. A neighborhood mom vows to get even with PJ and Gabe for not giving her son any trick-or-treat candy.

Teddy and PJ pose as Gabe's parents as they attend a conference with his elderly teacher, Mrs. Monroe (K Callan). Everything goes well until Mrs. Monroe spots Teddy on a date with her latest crush, Derek (Reid Ewing). Mrs. Monroe thinks that Teddy is "cheating" on her husband. Meanwhile, PJ and Skyler go on their first official date; Bob bets that Amy cannot build Charlie's new playhouse without his help.

The Duncan family goes on a trip to Hawaii in celebration of Bob and Amy's 20th wedding anniversary. After wandering onto sacred ground, Amy gets the entire family cursed, but refuses to believe it, until she is trapped in an elevator with a claustrophobic woman. Soon after, Teddy gets knocked out during her surfing lesson; PJ and Gabe's aerial tour pilot falls asleep during the flight; Bob gets knocked out with a golf ball, and Charlie goes missing. Meanwhile, Bob faces continuous hour-long timeshare seminars.

Still thinking that they are cursed, Amy encounters plumeria numerous times and gets severe allergic reactions. Teddy finally finds Charlie seeing her playing with a group of other children. Bob asks Teddy to pretend to be Amy for the time-share seminar. After making a promise to God during his and PJ's near-death experience on an aerial tour, Gabe coaches PJ to face his fears.

The Wentzes invite Teddy for a weekend at their ice house. Charlie says a bad word and Amy and Bob try to figure out who she learned it from. PJ and Gabe break Mrs. Dabney's satellite dish, so she comes over to the Duncan house to watch her soap operas, with PJ and Gabe becoming captivated by the storylines.

Teddy and Spencer keep Amy away from a children's theatre musical they are doing. Bob agrees to catch an anaconda, to one-up an animal control rival. PJ's boss asks him to investigate who has been stealing chicken from Kwikki Chikki.