Roger Lococco in effect signs his own death warrant by testifying to a Senate committee about a cabal within the U.S. intelligence community, but to back him up he needs Vinnie to testify as an O.C.B. operative — testimony that would end Vinnie’s career as an undercover agent.

Feeling lonely, Vinnie joins his old buddy Mike Caccatori at the bachelor party for their high-school friend Jimmy ""The Legend"" Vitale, but the trio's friendship is put to the test when Jimmy reveals that he's broke and owes money to a loan shark. It ends up being a dream. (source: http://www.plasticcow.com/wiseguy)

While Frank is in Washington to talk to Paul about returning to work, Dan calls to say Vinnie missed his last check-in. Frank goes to Vinnie's house and finds evidence that he was kidnapped. Despite Paul's objections, Frank begins his own investigation, finding out from Carlotta that Vinnie was looking into the death of a priest in El Salvador. Frank follows the trail to Miami and Michael Santana, a disbarred Federal prosecutor, and the last person Vinnie contacted. Santana refuses to help Frank, saying he doesn't know anything about Vinnie's disappearance. Digging deeper, Frank stumbles upon a CIA investigation and is ordered to back off. (source: http://www.plasticcow.com/wiseguy)

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After resigning, Vinnie returns to his old neighborhood to try and get some peace after his life undercover, but is distressed to find white supremists are stirring up trouble. Daryl Elias is promoted to OCB director and orders Frank to either bring Vinnie back to work, or in for debriefing. After a synagogue is trashed, Pete speaks out against the white supremists and is then murdered in a hit and run accident, making Vinnie rejoin the OCB to find his killer.

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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)

Raglin follows Pinzolo's crooked trail into Chinatown, where a garment-worker's strike has snarled an important order for the Sternbergs. Meanwhile, Eli's niece Carole sews up her alliance with Pinzolo. Raglin tries to get Maxine Tzu to realize the strike isn't helping, and they end up in a tryst. (source: http://www.plasticcow.com/wiseguy)

Vinnie attends his 15-year high school reunion and bumps into two old friends, one a mob lawyer and one a detective. Vinnie is torn between telling Denise he's a cop and protecting his cover. Frank tells Vinnie that Denise has bugged his house, making Vinnie furious and determined to teach Denise a lesson. Denise and Mooch get married. (source: http://www.plasticcow.com/wiseguy)

Wrapping things up at Shakala, Frank reminds Vinnie that they're scheduled to go fishing in the morning. Vinnie and Amber go to dinner, stay up all night talking. Vinnie is surprised to find they're going fishing with Lifeguard, who is in an emotional struggle over his daughter's plans to marry. Frank, Vinnie and Dan have a long talk about relationships around the campfire. Dan agrees to meet his future son-in-law. Frank tries to reconcile with Jenny. Vinnie decides to go after Amber. (source: http://www.plasticcow.com/wiseguy)

Vinnie and Frank try to cheer up Dan, who's depressed about becoming a grandfather. When Lauren finds a phony check in her husband's pocket, she asks Dan to investigate, and he uncovers a scam a local builder is using to bilk his insurance company. The builder is shut down, throwing Stephen out of a job and making him decide to leave town. (source: http://www.plasticcow.com/wiseguy)

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Unbeknownst to Vinnie, his car was used in the robbery where an off-duty cop was killed, leading to his arrest and brutalization at the hands of the NYPD. Frank bails him out, then reluctantly lets Vinnie continue his pursuit of Knox Pooley. Vinnie tells Ritchie he's a cop and asks him to help him gather evidence against the Pilgrims. Vinnie goes to a Pilgrim rally and stumbles across the truck that was used to kill Pete, then agrees to a meet with Stan in the hopes of tying Pooley to it, leading to Stan and Ritchie's arrests. (source: http://www.plasticcow.com/wiseguy)

Eli impatiently awaits news from Sri Lanka, where a terrorist's bomb exploded at David's hotel. Vinnie is hit by a taxi, and Frank talks John Henry Raglin into taking over the case when he learns that Vinnie can't return to work for awhile. Eli speaks out against Pinzolo at a fund raising dinner. Pinzolo visits Vinnie in the hospital and Vinnie suggests his partner can take over for him, opening the door for Raglin. (source; http://www.plasticcow.com/wiseguy)

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)

In an attempt to take over Sonny Steelgrave’s business, mob head Paul Patrice frames Sonny for several murder attempts he makes on the life of the special prosecutor investigating Sonny.

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)

A psychopathic murderer posing as Sonny's nephew double-crosses Sonny and holds Vinnie's girlfriend Gina hostage.

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.

Vinnie, now a bodyguard for the Profitts, gets his first trial by fire when Mel Profitt, the brilliant but paranoid overlord of an international crime empire, disrupts the wedding of an associate, who retaliates by kidnapping Susan.