The Nicolettis persuade a wealthy woman to seek revenge on her con-man fiancé at a horse race. Meanwhile, Emma meets Charlie’s family, and the CIA and Nicolettis catch wind of Daphne expanding her business beyond the Maguire drug enterprise.

Birdie reaches out to an old flame to help the family steal a painting. Meanwhile, Emma grapples with Charlie’s admission and must deal with conflicts of interest at work at the CIA.

Charlie becomes Emma’s new CIA asset and is tasked with spying on Daphne while they attend the event together, causing Emma to feel jealous. Later, Leo reveals to Birdie the real reason Simon abandoned her and Ollie.

Realizing they want the same thing, Emma and Daphne agree to work together to take down the Maguires. Later, the Nicolettis consider selling the bar when a great offer comes their way, and David announces he is done with politics.