Naked City (1958)

S3E1 Take Off Your Hat When a Funeral Passes

Following a brutal heist involving an armored car that resulted in the deaths of six individuals, including two officers from the NYPD, the authorities pinpoint the gang's leader. Lt. Parker urges a hesitant Det. Flint to investigate and gather information about the ringleader from a guilt-ridden former associate of the criminal. This ex-partner is haunted by his past as an informant and struggles with the weight of his decisions.