97: Triple Threat pt.1: Saints & Singers episode artwork

EPISODE · Mar 19, 2025 · 3H 1M

97: Triple Threat pt.1: Saints & Singers

from Well, I Laughed · host Well I Laughed Podcast

Frank Sinatra would say, "I did it my way," and we would agree. From an early age, he lived an unusual life, raised in a mob bar by a strong-willed mother, gifted with a voice that could melt hearts and a face that could charm anyone. But there’s a side to Sinatra that few people know. A member of the Rat Pack, famous for his many wives and girlfriends, and… a civil rights activist? His friendships stretched from Hollywood’s elite to the most dangerous figures in organized crime and even to the White House. But when his ties to the mob clashed with his loyalty to John F. Kennedy, did Sinatra’s influence take a deadly turn? This week, you’ll get a peek behind the velvet curtain, but trust us, there’s more to Sinatra’s story than any “Somethin’ Stupid” could cover. Check out revivalhubla.com and sign up for the newsletter!   00:00:00 Catch-Up 00:21:59 Saints & Singers 00:28:26 Early Life 00:35:44 Enter: Martin Jr 01:02:12 The Big Break 01:27:25 Rock Bottom and the Rise 01:31:04 Las Vegas Years 01:54:41 Enter: FBI 02:04:57 Politics Meets Showbiz 02:13:51 Becoming the President 02:26:44 The Affair 02:35:54 The Theories 02:41:18 The End & Final Thoughts Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Frank Sinatra would say, "I did it my way," and we would agree. From an early age, he lived an unusual life, raised in a mob bar by a strong-willed mother, gifted with a voice that could melt hearts and a face that could charm anyone. But there’s a side to Sinatra that few people know. A member of the Rat Pack, famous for his many wives and girlfriends, and… a civil rights activist? His friendships stretched from Hollywood’s elite to the most dangerous figures in organized crime and even to the White House. But when his ties to the mob clashed with his loyalty to John F. Kennedy, did Sinatra’s influence take a deadly turn? This week, you’ll get a peek behind the velvet curtain, but trust us, there’s more to Sinatra’s story than any “Somethin’ Stupid” could cover. Check out revivalhubla.com and sign up for the newsletter!   00:00:00 Catch-Up 00:21:59 Saints & Singers 00:28:26 Early Life 00:35:44 Enter: Martin Jr 01:02:12 The Big Break 01:27:25 Rock Bottom and the Rise 01:31:04 Las Vegas Years 01:54:41 Enter: FBI 02:04:57 Politics Meets Showbiz 02:13:51 Becoming the President 02:26:44 The Affair 02:35:54 The Theories 02:41:18 The End & Final Thoughts

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97: Triple Threat pt.1: Saints & Singers

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Frank Sinatra would say, "I did it my way," and we would agree. From an early age, he lived an unusual life, raised in a mob bar by a strong-willed mother, gifted with a voice that could melt hearts and a face that could charm anyone. But there’s a...

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