Tommy and Rico both have problems, Tommy being in prison for assaulting Vaani’s ex-husband, Milo, and Rico facing some public backlash for a misunderstanding stemming from the press conference. On the positive, Tommy, out of circumstance, is able to get some training in in his incarceration. Tommy’s incarceration is short-lived is those in his corner will not allow his public image to be tarnished by being in prison, bail which they will post at anyone else’s expense. With Tommy out of prison, he is determined to make it up to Vaani, who he invites to the annual Ross family dinner out associated with the regatta. Tommy’s time with Vaani at the dinner may not end up the way he wants. Meanwhile, Ginny seems to have another surprise client at her self-help business, that potential client placing a wedge between her and Chesley.