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In 1986, Fortune magazine put out a list of the 50 biggest mafia bosses in America — a Fortune 500 for my world. I was number 18. The youngest man on the list. I found out about it sitting in a federal prison in Arizona, when the lieutenant called me into his office and locked me down for a week over it.
Here’s the thing, people — they got it wrong. Those were journalists guessing from the outside. They never saw the cash. They didn’t know who was kicking up to who. And in our world, the smartest earners were invisible on purpose.
So today you’re getting the list they couldn’t write: the 10 richest mobsters of all time, ranked by a guy who was on the inside, knew how the money actually moved, and made the list himself. Capone, Lansky, Luciano, Costello, Carlo Gambino, Fat Tony, Marcello, Trafficante, Rothstein and Gotti — and I’ll tell you my number one and exactly why it’s not close.
And yes, I answer the question you’re all going to ask: where would I rank on that list, and what it really cost me.
Tell me in the comments who I got wrong — if somebody makes a good enough case, we’ll do a part two.
Former Mob Boss Ranks the Top 10 Richest Mobsters Ever
00:00 The List Fortune Magazine Couldn't Write
00:52 1986 — They Locked Me Down Over That Article
02:18 I Was #18. The Youngest Man on the List.
02:44 Why They Got It Wrong
03:30 My Father's Reaction
05:08 Nobody Really Knows the Numbers — Here's Why
06:55 Arnold Rothstein — He Made Crime a Business
07:46 Al Capone — $100 Million in the 1920s
08:46 Lucky Luciano — The Architect
10:02 Meyer Lansky — "Bigger Than U.S. Steel"
11:02 Frank Costello — The One I Modeled Myself After
12:14 Carlo Gambino — The Richest Man You Never Heard About
13:34 Fat Tony Salerno — Fortune Said #1. I Disagree.
16:33 "Give These Mamalukes a Job" — My Day With Fat Tony
19:10 Carlos Marcello — Half of Louisiana Answered to Him
20:06 Santo Trafficante — The Mob's Foreign Minister
21:01 John Gotti — The Flash Is What Kills You
22:33 "What About You, Michael?"
23:06 The Jet, the Helicopter & the Houses
24:07 What It Actually Cost Me
26:15 My #1 — And It's Not Close
28:12 My #2
30:02 The Only Wealth That Lasts
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