When Lainey starts to teach the easy A course for jocks, Coach Mellor challenges her to expect more from his athletes. After CB points out Felicia needs to beef up her resume for college, Glascott bribes his niece to run for class president.

When CB finally gets the courage to tell Lainey that he has feelings for her, Dr. Barry Goldberg returns, derailing his big romantic reveal. Meanwhile, Glascott discovers that he can’t make every teacher like one another after his plan with the school’s staff goes awry.

CB chaperones an overnight ski trip and hopes to get in some quality time with Lainey.

CB hopes getting Lainey a Beanie Baby for Christmas will show his true feelings for her, but it doesn’t go as planned. Meanwhile, Principal Glascott tries to convince Felicia that she needs to participate and sing a song in a Kwanza play he has written for the students.

Smitten with environmental consultant Paloma, who was hired to oversee William Penn's Earth Day activities, CB's feelings may change when he learns she wants to stop an important construction project at the school. Meanwhile, Wilma gets a surprise after convincing Lainey that yearbook superlatives are not important.