judith campbell is a woman in demand. >> as you can imagine, those of us who knew what was coming wereur seat. >> jack is not campbell's only male companion. she's also having an affair with bobby's long standing nemesis, the chicago mafia boss. >> it appeared that they were sharing a girlfriend. >> you just can't make it up. >> it was a very awkward thing to be saying to the attorney general you need to know your brother's been compromised. >> imagine this is the president of the united states having an affair with this woman who was also involved with the head of the chicago mafia. devastatingly dangerous thing for him to be doing. >> jack was vulnerable, he was somewhat reckless. he needed somebody to clean stuff up. >> bobby acts immediately to terminate his brother's relationship with judith campbell. >> the next day the phone operator at the white house was instructed no more calls. he had cut off that relationship. >> the even bigger problem for bobby is how to deal with jack's old friend frank sinatra. >> in the late winter of 1962, jfk was supposed to go to sinatra's house in

. >> kennedy was due to go to sinatra's home in palm springs when the memo came in about judith campbell and they took a sledgehammer and went outside and broke up the helipad built for the pres.'s helicopter, smashing it with a sledgehammer. >> he stayed with bing crosby who not only was the chief rival of sinatra, the top jazz finger, these were white guys but great jazz singers, they were for real, especially bing crosby, a serious jazz finger and he was a republican. he was really sticking it to sinatra. >> enough about sinatra. >> you are afraid of him, aren't you? >> tell us when did jack realize bobby was helpful, useful, how did that happen? >> when he first came to help him bobby was on the joseph kennedy junior destroyer for several months as a common theme in, and bobby was not a good guide to deal with, he was no financial felt it, jack had to be around, and something else to do. she had reason to pout. >> they are always at odds. playing softball with kids, this kennedy is okay. he was a list a craddick and became the neighborhood guy playing softball in that area, and chang