Frank Sinatra had it all, then lost it all, then got it all back tenfold. He was a man of extreme talent, confidence and insecurity. And he had powerful and dangerous friends. He orchestrated some of the greatest music ever made. And he also orchestrated an alliance between two friends—mob boss Sam Giancana and John F. Kennedy—that would help the latter win the White House and, in the end, prove disastrous for Frank and the country. To see the full list of contributors, see the show notes at www.disgracelandpod.com. This episode was originally published on July 31, 2019. To listen to Disgraceland ad free and get access to a monthly exclusive episode, weekly bonus content and more, become a Disgraceland All Access member at disgracelandpod.com/membership. Sign up for our newsletter and get the inside dirt on events, merch and other awesomeness - GET THE NEWSLETTER Follow Jake and DISGRACELAND: Instagram YouTube X (formerly Twitter)  Facebook Fan Group TikTok Learn more about your ad choices. Visit megaphone.fm/adchoices