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.
Following a DNA test, Cassie meets a new family who helps her experience the traditions of the culture; Cam and Reggie attempt to get rid of Uncle Julius' gun.
Cam and Reggie return to Boston for a wedding; M-Chuck pursues relationships with many different women.
Reggie and Flaherty battle over a contract extension for Cam.
Cam learns secrets about his family's past, then must deal with the fallout.
Reggie's father makes a sudden appearance in Atlanta; Cassie meets Chen's parents.
Cam, Reggie, and Mary Charles' attempts to reconcile their paternal relationships see varying results. Cassie and Chen attempt to enjoy their time in Shanghai.
Cam's visit to Walpole sends him on a wild goose chase in to the past, Missy gets a worrisome phone call, and M-Chuck gives some teenagers a piece of her mind.
M-Chuck has unconventional ideas about closure and Cam sees his father in a new light. Reggie and Trent head north.
Cam and Allison come face to face with an unpleasant side effect of fame. Missy tries to get Reggie on board with the idea of her working side-by-side with Cam’s family foundation, and Cassie’s podcast “Things We Think That You Should Think Too” takes on the subject of “The Black Community.”
Missy has planned and extraordinary gala which will promote the altruistic goals of The Calloway Philanthropic Trust. Anyone who is anyone in Atlanta will be there. Cam’s enthusiasm is infectious. His efforts to make the gala the most gut-wrenching emotionally charged event in years comes true.
Chen suspects Cassie may be having an affair, Flaherty tries to dissuade Cam from getting involved in the Players’ Union and Missy discovers a secret that threatens to drive a wedge between her and Reggie.
M-Chuck’s visit to an African-American Museum leads her to challenge a major philanthropic donor. Reggie tries to convince Chen to usher him into the deal flow and Cam and Allison escape on a romantic getaway out of town.
Cam reveals to Reggie that he’s about to propose marriage to Allison. Reggie gives Cam some unexpected advice about the engagement process. M-Chuck’s freshman English class challenges her to write about some painful truths, and Cassie nears completion of her conversion to Catholicism. Missy is determined to get involved in a big deal that Chen has presented to Reggie and Cam, but she’ll have to convince her parents first...
Cassie visits Rodney in prison as part of her journey to her Catholic confirmation. Reggie tries to persuade Cam to invest in Chen’s real estate deal. Missy gets some money from her father to invest in the same deal. Cam and Allison’s families get together for an engagement dinner.
Cam and Reggie are at odds about getting involved in a deal that involves abandoned school property, Missy is determined to pursue any lead that might get her out of the shadow of the Calloway clan and M-Chuck’s pursuit of her writing talent pits her against Cassie in a way that might never get resolved. A surprise revelation from Jimmy Flaherty leaves Cam with a choice to make: suit up or sell out.