Vinnie nearly blows his cover when he becomes obsessed with finding out who killed his cousin, causing Frank to threaten him with dismissal. Frank desperately wants Vinnie to concentrate on nailing the Zaratzos, who are trying to arrange a drug smuggling deal with Sonny, because they killed one of Frank's agents.

An outraged Sonny Steelgrave accuses Vinnie of betraying him to his arch-rival, then realizes the devastating truth — that his paisan is an undercover Federal agent.

With Mel and Susan Profitt undone, McPike begins dismantling their empire, but Vinnie demands to stay on the case to get to the bottom of Roger Lococco’s ties to a rogue CIA operation to stage a Caribbean coup d’etat.

Vinnie hesitantly goes back to work for the OCB under the promise they will help find Pete's killer, but Daryl is more interested in getting his star agent to work on a ""real"" assignment. Ritchie digs himself in deeper with the Pilgrims of Promise when he uses Vinnie's car to help rob an armored car. Depressed over Pete's death, Vinnie turns to Angie for consolation, but they both agree they don't want to risk their special friendship by becoming lovers. Vinnie talks Daryl into giving him weapons to sell to the Pilgrims, then he throws the bust when he sees they have Ritchie with them. (source: http://www.plasticcow.com/wiseguy)

Knox Pooley realizes Calvin is insane and kicks him out, causing Calvin to go off the deep end and take a famous black leader hostage. Richie becomes disenchanted when he realizes Pooley was only in it for the money. Paul Beckstead takes over as director of OCB when Daryl cracks under the pressure and is dismissed for making obscene phone calls. (source: http://www.plasticcow.com/wiseguy)

When garment manufacturer Eli Sternberg cannot get a loan to bail out his business, he turns to mobster Ricky Pinzolo for the money. David goes to the OCB for help when he finds out Eli is in debt to the mob. Vinnie meets with David, then reluctantly agrees to take the case, running into opposition from Eli, who doesn't want a hood working for him. Pinzolo demands that Vinnie keep him apprised of everything going on. Vinnie wins Eli's trust when he gets a delayed shipment released from customs.

Raglin uncovers evidence that Carole is working with Pinzolo to bankrupt Eli. David confronts Pinzolo and forces him to take him to the bank to give him the money he cheated Eli out of, culminating with David getting killed as a suspected robber. David's death sends Raglin into a tailspin, digging up memories of a past case where another innocent bystander was killed. (source: http://www.plasticcow.com/wiseguy)

While keeping vigil over Rudy, Vinnie learns that Grosset's father-in-law was also hit, setting up a power struggle within the mob. Albert courts Vinnie's alliance by letting him in on his plan to smuggle millions of dollars worth of heroin into the country. Vinnie goes to the Commission and demands Rudy's seat at the table. (source: http://www.plasticcow.com/wiseguy)

The tension mounts between Cerrico and Grosset over control of the garbage collection business. Grosset forms an uneasy alliance with Chinatown mobster Chin. Carlotta urges Rudy to get better and get Vinnie out of the middle of the impending mob war. The OCB closes down the explosives factory in Chinatown. Gina Grosset kills Chin. After an assassination attempt at the opera, Amber tells Vinnie to move out. (source: http://www.plasticcow.com/wiseguy)