3. Larry King
These days, CNN host Larry King is worth an estimated $150 million, but he had to hit rock bottom before he got in the right track towards where he is today. He worked as a radio announcer in the 1960s which wasn’t exactly a lucrative career at the time. But things really went downhill when he was arrested in 1971 and charged with grand larceny for allegedly stealing $5000 from his business partner.
Although the charges were eventually dropped, he lost his job, and was in over $350,000 of debt. He declared bankruptcy in 1978, but that same year he was offered a late-night talk radio show which was the first step towards his iconic CNN show.
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