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We’re diving deep into the life and legacy of one of the most notorious figures in the history of the Genovese Crime Family—Thomas “Tommy Ryan” Eboli. And who better to tell that story than his own son, Xavier Eboli? Xavier Eboli, a Marine Corps veteran and author of "The Boss in the Shadows: The Life and Death of Thomas ‘Tommy Ryan’ Eboli", joins me for an incredible two-hour conversation. Buy Xavier's book on Amazon: https://www.amazon.com/Boss-Shadows-D... Together, we explore what it was like growing up as the son of a powerful mob boss, tracing his father’s journey from a young boxer and as a boxing manager to a feared underworld leader whose career ultimately ended in a hail of bullets in 1972. We’ll also discuss Xavier’s own life—his time in the Marines, his evolving relationship with his father, and the lasting impact of his father’s murder. Along the way, we touch on key figures like Vito Genovese, Charles “Lucky” Luciano, Vincent ‘The Chin’ Gigante, Philip ‘Benny Squint’ Lombardo, and even Hollywood connections to Al Pacino and Al Lettieri. So grab a drink, settle in, and get ready for an intimate, firsthand look at the life and death of one of the mob’s most infamous figures. This is Xavier Eboli’s story, in his own words. *** We discuss many topics including: 00:00 Start 00:43 Opening Remarks 02:20 Interview Begins 04:16 Xavier's upbringing and relationship with his father 11:26 Early life of Thomas “Tommy Ryan” Eboli in Chicago and New York 13:22 Thomas Eboli's relationship with his father and eventual introduction to his Cosa Nostra mentor, Vito Genovese 16:17 Eboli's introduction to the underworld in the 1920's and 1930's during Prohibition 19:40 Eboli's boxing career as “Tommy Ryan” 21:52 Thomas “Tommy Ryan” Eboli's career as a boxing manager and some of the fighters he managed including Tony Pellone and Rocky Castellani 31:39 Eboli's 1952 ban from boxing due to the assault of a referee and promoter after a particularly heated bout 38:41 Thomas Eboli's legitimate business interests 41:46 Xavier's life growing up as Tommy Eboli's son and his entrance into the Marine Corps. in the early 1960's 48:04 Xavier's chance meeting with Charles “Lucky” Luciano 01:03:50 Getting out of the Marines and getting married 01:06:22 Stories from the infamous Copacobana nightclub 01:12:06 Xavier's memories of Vito Genovese 01:13:20 Xavier's memories of Vincent “The Chin” Gigante 01:16:53 Xavier's story about Albert Anastasia and a haircut 01:18:37 Xavier's memories of Philip “Benny Squint” Lombardo 01:21:14 Xavier's thoughts on the Genovese family structure in the 1960's 01:26:45 The False Carlo Gambino and Loan for Drugs Rumor 01:30:22 The assassination of his father in 1972 01:37:27 Xavier's uncle, Pasquale “Patsy Ryan” Eboli 01:38:33 Uncle Pat's connections to The Godfather 01:41:15 His uncle Pat's demotion and disappearance in 1976 01:50:36 Xavier's last chilling conversation with Vincent “The Chin” Gigante 01:55:02 Xavier's ife and career after the murders of his father and uncle 01:59:07 Writing his book, “Boss in the Shadows: The Life and Death of Thomas ‘Tommy Ryan’ Eboli”