In Season 2, things are more competitive and complicated than ever. Retired football star turned financial manager Spencer is forced to face demons from his past as he goes head-to-head with the biggest shark in the business, Andre Allen. Meanwhile, Spencer's closest friends and clients struggle to find their footing in a world where it's “go big” or go home.
Convinced to appear on a talk show, Spencer ends up facing off with an old adversary, which puts his company and reputation in jeopardy. A reformed Ricky gets bad news in advance of his 30th birthday party. Charles relishes his new status as a fan favorite, but may face changes on the field.
Spencer makes a play to poach a big client from Andre, his business rival, while struggling to find a quick fix for his physical ailments. Ricky considers where to head to next. Reggie fights for what he believes Vernon owes him. Feeling underpaid and undervalued, Tracy takes a stand with her boss. Charles gets insights from his coach.
Spencer advises a reluctant Vernon to stay quiet when the truth behind his injury threatens his career. Trying to stave off Andre’s attacks on their business, Spencer and Joe butt heads over how best to advise a client. Charles worries whether he’s up for a challenge. A hard-to-impress Ricky takes a trip to tour a potential new home.
Spencer and Joe search for Andre’s weakness, while Vernon anxiously awaits news. Jason faces an uphill battle as he woos a client. Ricky tries to understand his dad. Charles gets the real deal from Siefert.
Spencer tries to mentor Travis while dodging unwelcome medical news and the ghosts of his financial past. Attempting to cheer up Vernon, Reggie and Joe buy a wild gift. Ricky encourages Charles to stand up for himself; later, he gets advice on a big career decision after running into a face from the past.
Spencer attempts to broker peace between Travis and a critic. Struggling to adjust to his new role on the team, Charles is tasked with delivering bad news. Joe encounters Andre one-on-one. Still torn about his future, Ricky is thrown for a loop when Dennis decides to have more of a voice in his life.
Spencer scrambles to stay ahead after Andre makes a surprise visit to the office. Joe discovers the skeletons in his partner’s closet. Ricky tries to make amends with Dennis, as Charles plots to keep Ricky in Miami. Travis confides in Spencer during a talk-show appearance.
Spencer's Draft Day party finds him trying to keep a lid on the firm's private affairs. Meanwhile, Charles and Ricky have a major disagreement; and Travis wonders how bright his future will be.
Spencer gets a surprising offer from Andre; Ricky mulls where to put down roots; Vernon works overtime to return to the field; Charles and Julie clash over his busy schedule.
Spencer makes a last-ditch effort to get back what he's lost. Ricky awaits a call that could define his future. Vernon takes a road trip. Siefert offers Charles a big opportunity, but it comes at a cost.