Nucky has reservations about investing in a Tampa land deal engineered by transplanted bootlegger Bill McCoy. While there, he meets speakeasy owner Sally Wheet. Valentin Narcisse books a sexy jazz singer, Daughter Maitland, to perform at the Onyx, and gauges Dunn Purnsley’s allegiance to Chalky. Willie, Eli’s son, turns to Mickey Doyle and his bootleg warehouse to elevate his social standing at college. Gillian agrees to pose as Roy Phillips’ wife to impress a possible partner. Harrow tries to bury his past, though not before taking care of some unfinished business with Emma.

Nucky heads to Tampa to work out details of his land deal with Bill McCoy; Richard Harrow returns to Atlantic City; Agent Knox tries to gain Eli's trust; Chalky takes out his frustrations on Daughter Maitland.

Nucky’s shipment from Florida arrives with some unexpected cargo. Eli is backed into a corner after Agent Knox uncovers some new dirt on the Thompsons. After talking things over with Nucky, Willie reconsiders his recent life choices. Chalky throws down the gauntlet toward Valentin Narcisse, upholding his leadership on the Northside.

Nucky refuses to back Chalky in a conflict; Gillian makes her custody case in court; Van Alden stands up to Capone and comes clean to O'Banion; Rothstein tries to make a trade.

Nucky enlists Eli and Agent Knox to check the cargo in the Florida shipments; Margaret considers making a deal with Rothstein; Capone grows suspicious of Torrio; Nucky faces a dilemma.