After Jimmy and Pussy are arrested in an FBI raid, Makazian tells a stunned Tony that Pussy may be wired for the Feds. Tony sends Paulie to find out for sure. Later, Tony learns that Makazian might be trying to frame Pussy to get out of his gambling debts.

Hit men are sent out to whack Tony, who comes out of his depression when he meets Isabella, an Italian exchange student staying next door.

In the Season One finale, Tony is stunned to discover that the attempt on his life may have been ordered by someone very close to him. Later, he must deal with the fact that everyone knows he is seeing a shrink. Christopher is sent to take care of Jimmy Altieri.