Tony continues to haggle with Johnny Sack and the two Carmines over the Esplanade profits. Carmela makes a decorating date she can't keep; Furio proves a reluctant companion to Tony on a casino junket; Paulie plays an impatient chaperone to some ladies from the nursing home; and Meadow debates the true meaning of a literary classic with her mom.

In the Season Four finale, Tony and Carmela contemplate purchasing a shore house, but a voice from the past threatens the deal. While Uncle Junior breaks out the Hearty Burgundy, Little Paulie and Benny break in a new sound system on the Stugots. With Carmine apparently intent on putting the past behind him, Tony and Johnny Sack weigh their options, carefully.