Wiseguy - Season 1 - Eps 1: Wiseguy (1)
Vinnie is released from prison where he has been for two years to establish his cover. He meets his boss, Frank McPike and gets to see his coach and mentor, Jerry Greco. Greco is killed and Vinnie demands to be put in to finish the investigation. He uses his ingenuity to get a foothold in the Steelgrave crime family, but it will take a while to finish this job.
About Wiseguy

Title: Wiseguy
First Air Date: 1987-09-16
Last Air Date: 1990-12-22
Status: Ended
Rating: 6.5/10 (from 31 votes)
Language: EN
Seasons: 5
Total Episodes: 75
Network: CBS
Genres: Crime, Drama, Action & Adventure
Production Companies: Stephen J. Cannell Productions
Synopsis
Vinnie Terranova does time in a New Jersey penitentiary to set up his undercover role as an agent for the OCB (Organized Crime Bureau) of the United States. His roots in a traditional Italian city neighborhood form the underlying dramatic base throughout the series, bringing him into conflict with his conservative mother and other family members while acting undercover as syndicate enforcer.
Cast

Steven Bauer
Michael Santana

Jonathan Banks
Frank McPike

Jim Byrnes
Daniel Benjamin 'Lifeguard' Burroughs

Cecil Hoffman
Hillary Stein

Maximilian Schell
Amado Guzman