Delilah grapples with her life-changing decision, Maggie and Gary babysit Theo, and Regina finds out Rome’s big secret.

After troubling news, Delilah finds herself once again leaning on her friends in order to help her family, unexpectedly having to rely on Katherine the most out of all people. Despite Gary’s protests, Maggie insists on running the Suicide Prevention 5K with the rest of the gang, where Danny also plans to introduce someone special to his mom and sister.

On the eve of the new restaurant opening, Delilah tracks down a handsome expert to help with the last-minute details. Meanwhile, Regina struggles with her overbearing mother who causes friction by bringing up disturbing details of her past.

Gary takes a big step and confronts his past, while Maggie finally talks to Eric. Meanwhile, Regina’s adoption news to her mother causes tension to their already complex relationship.

Eddie becomes obsessed with trying to resolve mistakes from his past, and Shelly and Delilah both take on planning a baby shower for Regina as Eve gives her and Rome shocking news. Meanwhile, Maggie’s new venture has her rethinking her relationship with Gary.

Rome tries to help Tyrell find a productive outlet for his frustrations about the racial issues in America while Regina is dealing with her mother's concerns regarding the future of Someday. Meanwhile, Katherine and Eddie struggle to navigate the waters of their relationship.

Eddie is determined to prove that he can still be a good father despite his physical challenges, and Sophie searches for answers to help cope with her trauma. Meanwhile, Rome and Tyrell work together on a passion project.

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

The gang gathers for a fun and festive game night as a means to distract Gary from dwelling on a heavy situation