Original air date: 10/03/2018 Runtime: 43:17 min. The group tries to be there for Sophie as an upcoming father-daughter dance recital approaches. Against her better judgment, Maggie agrees to have Rome in for a therapy session, but it quickly becomes clear that her new friendships are a conflict of interest. Meanwhile, someone discovers a cryptic voicemail from Jon that was left right before he died.
Original air date: 10/10/2018 Runtime: 43:02 min. Gary, Rome, and Eddie discover that Jon really thought of everything before his passing by planning a surprise outing for Gary's birthday at a Bruins Fantasy Camp. However, when a grave secret is exposed, Gary's special day takes a turn for the worse as it creates conflict for everyone in the group.
Original air date: 10/17/2018 Runtime: 42:16 min. The aftermath of Eddie and Delilah's secret takes a toll on everyone in the group, including the future of Delilah and Regina's restaurant. Maggie and Gary's relationship is tested when an old fling turns up, and Delilah struggles with the balance of protecting her children and keeping Jon's memory alive.
Original air date: 10/24/2018 Runtime: 43:02 min. Gary attempts to plan a romantic date with Maggie with the intentions of getting her to open up about a secret she has been hiding. Eddie begins to understand the sacrifices Katherine has made and attempts to stall Theo's play as a grand gesture to win her back.
Original air date: 11/07/2018 Runtime: 42:02 min. After discovering she might not know Rome like she thought she did, Regina is put in charge of making important decisions for him. Meanwhile, Gary tries to convince Maggie he will be there for her no matter what, and Katherine discovers she has a new admirer.
Original air date: 11/28/2018 Runtime: 43:02 min. Recurring nightmares force Maggie to face a life-altering trauma from her past, while in real life, the group finally discovers that her cancer is back. Gary seeks help from an unexpected someone in order to make one final attempt at convincing Maggie to get treatment, but everything comes to a head at Regina and Delilah's first tasting party at the new restaurant.
Original air date: 12/05/2018 Runtime: 42:36 min. Gary has trouble dealing with Maggie's life-changing decision, which takes him back to when Jon was there for him during his chemo treatments; Rome finally opens up to his dad about his internal struggles; and Katherine battles balancing being a working mother without Eddie.
Original air date: 12/12/2018 Runtime: 43:01 min. With the holidays quickly approaching, Delilah struggles with telling Sophie and Danny about her pregnancy; and although Jon's absence makes this time of year especially difficult, the gang comes together to help the Dixons embrace the Christmas spirit.
Original air date: 01/17/2019 Runtime: 42:33 min. 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.