Lainey returns to William Penn Academy as the new music teacher. Lainey has a hard time adjusting to being an authority figure, but she realizes she might not be so bad at it when she discovers a kindred spirit in Principal Glascott’s niece, Felicia. Meanwhile, Coach Mellor struggles with Michael Jordan’s influence on modern-day basketball.

After Mellor tells Lainey that sports are king at William Penn, she sets out to put on the Broadway hit musical “Rent” to show Mellor the arts are just as important as athletics. Meanwhile, Glascott and CB struggle to modernize the school’s outdated boy’s health education program.

Lainey encourages Glascott to trust his niece and let her get her driver’s license, only to find Felicia isn’t trustworthy. CB and the student “Star Wars” club bring Mellor along to the premiere of “The Phantom Menace,” but Mellor’s thoughts on the movie cause the club to dissolve.

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.

After watching the classic film "Rudy" in C.B.'s class, a student wants to play football. Principal Glascott suggests Lainey find a girlfriend to give her advice on life, so she tries to befriend Wilma.

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.

In honor of Valentine's Day, Principal Glascott throws a "dating game" based on the show "Singled Out" where Lainey uses the opportunity to figure out her feelings. Meanwhile, Felicia is having body-image issues and Coach Mellor throws a workout camp to help her self-esteem.