Jamel receives news that shatters his world as he knew it questioning everything about himself and what he wants. While trying to make sense of the chaos around him he makes a bunch of mistakes hurting the people closest to him. Will he be able to right his wrongs in time? Sidney is doing her best to support Jamel through this tough time in his life but her best doesn't seem to be enough. When a secret is revealed that turns her world upside down she's forced to make a tough decision of her own causing her to question everything she knew about Jamel. Will Sidney be able to forgive Jamel for keeping a big secret from her? Kenzie and Russ are still trying to build a in their newfound relationship but Tani isn't giving up without a fight. Grant continues to try to convince Sidney she's making a mistake using Lena to do it. Will Lena finally do right by Sidney or will she pick herself as she's done so many times before? Jamel will stop at nothing to protect Sidney from any and everybody who threatens her safety and happiness. Come along for the last ride and Jamel shows you what it really means to roll with a Boss.