Aug. 23, 2025

Ross Mandell - The Real Wolf of Wall Street | Rock Bottom to Wall Street Royalty

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Ross Mandell - The Real Wolf of Wall Street | Rock Bottom to Wall Street Royalty

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Ross Mandell, known as the “Bad Boy of Wall Street,” built a financial empire by taking multiple companies public, including Sky Capital Holdings and Sky Capital Enterprises on the London Stock Exchange, with his firms at one point valued near $400 million and his personal net worth reportedly topping $100 million. The government claimed that between 1998 and 2006 he and associates raised about $140 million through a “boiler room” scheme, spending investor funds on private jets, luxury goods, and entertainment. He was indicted in 2009, convicted in 2011, and in 2012 sentenced to 12 years in prison and ordered to forfeit $50 million. His case was later profiled on American Greed in “The Sky’s the Limit.”

 

➡️ Show Links

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https://x.com/RossHMandell/ 

https://rossmandell.com/ 

 

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➡️ Talking Points

00:00 – Intro

01:27 – Why We Fear Money

09:42 – Life Among Wall Street Masters

18:07 – The 4 Leverages That Change Everything

25:55 – Sponsor Break

28:05 – Building Big Before the $140M Storm

35:57 – Surviving the Toughest Chapter

59:37 – Sponsor Break

1:01:32 – Why London Called

1:14:38 – Unlocking Your Sixth Sense

1:21:52 – Still Hungry After Everything

1:29:20 – Redefining Success

1:34:34 – No Do-Overs in Life

1:35:54 – Life’s Most Precious Thing

1:42:13 – Ross’s Final Wisdom

1:48:06 – The Lesson for His Kids