Katie goes to great lengths to appease Principal Ablin in order to ensure Taylor graduates high school; Greg finishes writing the final chapter of Lonnie's book; Oliver is devastated to learn Cooper's family will be moving out of Westport.

Katie becomes overbearing and controlling; Franklin challenges an older boy to a duel in an effort to win back Anna-Kat's affections.

Katie is taken aback when she learns Taylor's boyfriend Trip has been spending the night; Greg is forced to separate the kids when Anna-Kat and Franklin both come down with mono; Cooper begins to feel neglected.

With Anna-Kat and Franklin home sick, Katie seizes the opportunity to use them as the backdrop for her mommy vlog; when Taylor's first college paper comes back with an A, Greg becomes suspicious; Cooper helps Oliver renovate the basement.

Katie pushes Anna-Kat and Franklin to take a risk and try an activity outside their comfort zone; Oliver is convinced taking performance-enhancing drugs will help him ace his SATs; Taylor begins to wonder if Trip is the right guy for her.

When Katie's mentor and dear friend Tami moves to Westport, Katie wastes no time introducing her to her vlog viewers; Taylor discovers Greg has been keeping an entertaining secret.

Greg ropes Katie into a double date with Principal Ablin and Maria in an attempt to further his political aspirations; Anna-Kat's popularity at school proves to be overwhelming.

Katie and Tami make fast friends with J.D., a luxury hotel manager whose promise of access to complimentary hotel rooms around the world sounds incredibly enticing.

Katie goes overboard in her efforts to help J.D. become a father; Greg worries that Taylor might be a political liability to him after she has a brush with the law.

To celebrate the 100th episode of his podcast, Franklin invites Katie and the family to make guest appearances on his show; Greg asks Lonnie to be his campaign manager to help strengthen his social media presence.

Katie and Greg test Kathryn to see if she would make a good guardian for Anna-Kat in the unlikely event something should happen to them; after tracking down J.D.'s potential egg donors, Tami and Katie scheme to learn more about them.

Katie plays matchmaker by impersonating Oliver on his social media account to win over a girl; Lonnie helps Greg dig up dirt on his political rival.

Katie pushes Cooper to share his ambition of becoming a chef with his autocratic father; Greg and Principal Ablin go head-to-head when the election results offer an interesting twist; the Otto family gets a surprise.