Just how close was Sinatra within the LCN throughout his lifetime? I read about him taking briefcases of money ( most likely laundered)to cuba throughout the 40's to deliver to Lucky and and Meyer. I also heard a story about when Sinatra was on pins and needles with Giancana. Apparently , one time he was on the phone with an outfit associate , crying to the associate begging him to talk Giancana out of killing him. Well , Giancana was quietly listening on the other line and suddenly burst into laughter.....

And ofcourse there's the whole JFK thing.

According to Gus Russo he was in pretty deep. Very good friends with Giancana, and, yeah, running shit around. They would vacation together and stuff. I can't remember everything he wrote but I seem to remember there was an incident where the Outfit had felt that Sinatra had severely overstepped his bounds and, yeah, he was in trouble for a hot minute.

Russo said he was the inspiration for the horsehead scene in the Godfather; his career was on the skids and the Outfit had Rosselli convince some producer (forget the name) to put him in that movie where he played a soldier that he eventually won an Academy Award for; the producer had said he was too old, but under threat (not a horse's head but something else) he finally put him in.

The Outfit also controlled a lot of the jukebox machines back then, so really helped his career out in that way as well. So says Gus Russo.

He was very good friends with Greg DePalma.

sinatra was with wiilie moretti

I'm pissed I can't find the documentary/tv show reenactment with some old guy playing greg deplama its hilarious I think it was taken down off youtube

There's a famous picture of him with Carlo gambino, Paul castellano, and a few others. I know that he knew some philly guys because I read somewhere that Capinagro (guy who killed Bruno) wanted to kill him because Sinatra disrespected him

Yeah i read that too. It was at a show at some club and i think Capinagro was talking or moving around or something and it was irritating sinatra so Sinatra embarrassed him infront of everybody. Thing is , i dont think Sinatra knew that he was a mobster , otherwise , i dont think he would have done it lol

Haha I dont think Caprinago has enough pull to even kill him. Chicago and New York would kill Capinagro in a second if be did that.

i know for a fact that he was in deep with the guys here in boston did all types of shows in revere in the 60's im not sure if granito, cucchiara, or temeleo had him close but he sure was in with these guys heard he even stayed at old mans ray favorite hotel down in provodince and old man ray chauferred him around town so he sure was in deep never mind all the other stories and families he dealt with

Its interesting that you dont hear stories about Dean Martin and the LCN. I think Dean was smarter than Sinatra and stayed away from mafia for the most part.

Sinatra and Sammy Davis Jr were both very close with Joe Colombo. Both preformed at his Italian Civil Rights League events and ive seen photos of Sammy Davis visiting Colombo in the hospital after he was shot.

Sinatra is a bit of an enigma. He loved hanging around with wiseguys, probably because they helped his career.

His FBI files state that he offered to be an informant, but the bureau turned him down. Makes you wonder who he was willing to inform on, and why.

Wasn't Sinatra supposed to be pretty close to the Fischetti brothers?

Also Giuseppe "Joe" Gambino must of been friends with Sinatra too. Lorenzo Mannino was picked up on tape trying to get Gambino to call Sinatra and tell him to get Al Martino some work in Vegas. Not sure if Gambino ever reached out to Sinatra or not. He said Sinatra hated Martino and doubted he would ever help him out.

Pretty sure both Mannino and Gambino were locked up when their conversation was taped.

http://news.google.com/newspapers?nid=2245&dat=19930415&id=1t4zAAAAIBAJ&sjid=LzIHAAAAIBAJ&pg=5743,5654463

Yes, Frank even went with Charles (I believe) to visit the Fischettis sick mom in Brooklyn c. 1947 (I think)... I have a file on this somewhere but it's not at hand.

re: Dean Martin, read Nick Tosches "Dino," Dean knew the outfit very well from his days in Steubenville, Ohio but unlike Sinatra, had no particular fascination for mobsters. In every respect, Dean was much "cooler" person than Frank, who craved respect and his own version of "power," whereas by nearly all accounts, Dean didn't give a fuck as long as he was successful. (Which didn't mean he was dumb or pushover, he knew what he wanted and did it without drama.)

Yeah , sammy hobknobbed with mobsters as well

A pissed off mobster was caught on tape saying that he was going to cut his other eye out ( sammy had lost one of his eyes in a car accident in the 50's)

Sinatra was the mafia's pet.Here's some cool documentary bout Sinatra:Dark Star...

Here's the picture Nicky's talking about incase anyone hasn't seen it -

Thanks Cam. If anybody´s interested:

From left to right (standing): Castellano, Greg DePalma, Sinatra, Tommy Marson, Gambino, Fratiano and Sal Spatola.

Sitting: Richie Fusco and Joe Gambino.

I agree..He may have socialized with them from time to time, but that also boosted his career..But he was never a shameless wannabe like sinatra was ...and certainly didn't go around flaunting those friendships !!

Frank was such a badass. He was born among mobsters in Hoboken. Had his career financed by mobsters. Made millions, got plenty of pussy, kicked it with Giancana during the Outfit's heydey, and got plenty of pussy. Lived to the ripe old age of 82 even while partying like a sonuvabitch. I wish I could live a DAY in the shoes of Frank.

Considering the feds take dam near any1 and didn't know shit back then when it came to what was going I don't understand why they would ever turn him down.frank coulda got close to anybody