Cuba Libre (S02E16)

Detectives Goren (Vincent D'Onofrio) and Eames (Kathryn Erbe) try to assess Milt (guest star Joel Grey), a combative older man whose recent release from prison is followed by the murder of his trophy wife - as well as his lawyer - but the wealthy and cunning codger maintains that he was the original target of the assassins. However, Goren plays on the man's paranoia and soon finds a connection to a notorious inmate (guest star Clifton Powell) who might have received a hit list - which included Milt's son. (iTunes)