Maggie’s radio show is a proven success, yet she faces an uphill battle when her beliefs do not align with the station owners. Old wounds are reopened when Rome visits his old prep school and Katherine helps Eddie navigate the next step in his relationship with Anna.

Now that Maggie and Gary have found their way back together, they take important steps to secure their future as a couple. Regina’s estranged parents reunite to support her new business; Katherine and Greta attend their high school reunion, and Rome’s documentary makes an impact on impressionable students at his old prep school

Gary, Maggie, Eddie and Anna go on a double date where Anna has an awkward encounter with Peter. Meanwhile, Eddie struggles to reconnect with fans at a music convention.

Maggie receives some much-needed support from an unexpected source, Katherine grapples with her history with Shanice and her future with Greta; Rome faces off with his childhood bully and Sophie uncovers new information about Kai’s relationship with Peter.

The strength of Maggie and Gary’s relationship is put to the test once again. Rome makes a sacrifice for a student in distress; Theo turns to an unlikely source to help his mom through a rough patch, and Eddie learns a shocking secret about Anna.