The Calloways have left the penthouse and moved into a regal new mansion. Cam's new contract and its clauses ties him tightly to owner Jimmy Flaherty, who wants to maximize his time.
Cam and M-Chuck have always fought like brothers. But media fallout and scrutiny from a DA making a point about domestic abuse takes them by surprise. Uncle Julius battles with a neighbor whose dog does his business on the Calloway driveway.
Cassie returns to the dating world and her determination to get what she wants sets her on a collision course with Cam; Reggie meets the peculiar and brilliant man who made Flaherty all his money.
It's Cam's first game back in Boston and the pressure is getting to him... and to Reggie. The family takes a cultural tour of a plantation, where M-Chuck decides to delve into the lingering racial tensions.
Reggie meets Jupiter Blackmon, a college prospect headed for the NFL, whose manager
rustles up trouble. Reggie sees an opportunity to rep Jupiter. M-Chuck is drawn into the world of a young pregnant girl.
Chen is throwing a gala to launch Cam's shoe but his focus is wooing Cassie. Cam, usually smart about mixing work and romance, is reckless with a reporter. When it goes awry, Reggie tries not to say "Told ya".
Just when Cam couldn't be lower, facing a career ending injury, he meets a girl who could be "the one". Reggie's life would be easier with only one, as repping Jupiter starts to seem like a fool's errand.
Smitten with Allison, Cam puts on a magical first date. Uncle Julius learns how the other half lives on a disturbing jaunt with the police and M-Chuck uses her therapy to drive her mother crazy with guilt.
Jupiter's draft status hangs in the balance so Reggie enlists Missy to tutor him. Missy thinks it'll be a snap but is challenged. Cam and Allison's romance expands, as do Reggie's business prospects.
Reggie questions his decision to represent Jupiter, but Cam has no doubt about Allison. He is in love... even more so after Allison declines his expensive gifts. The family experiences a crisis.