A federal judge on Tuesday sentenced the son of a convicted spy to five years of probation for helping his father contact his old Russian handlers. Nathan Nicholson, son of ex-CIA agent Harold “Jim” Nicholson, pleaded guilty to conspiracy charges. The son had been used as the middle man in an attempt to try to collect money from the Russians while behind bars. The younger Nicholson apologized to the court and said he was embarrassed by his actions. Harold Nicholson is one of the highest-ranking CIA officers ever convicted of espionage.