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Johnny Cash (may he rest in peace), Waylon Jennings (rest in peace as well), and Merle Haggard were all pretty goddamn tough, especially in their early days. I'd pick these three hands down over anyone else mentioned, and yes, that INCLUDES 50 cent.
Also, Sharon Osbourne is not someone who I'd want to be on the bad side of, either. She inherited a lot of her tricks from her father, who managed Black Sabbath in their early days, and was pretty tough in his dealings.
Peter Grant, who managed Led Zeppelin during the 70's, was a particularly iron fisted giant who literally beat the living hell out of more than one individual on Zep's rise to power. If there's a list of tough-ass people in the music biz, he should be on it. Read Hammer of the Gods for the details.
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Louisiana: We're Not ALL Drunken Cajun Wackos, But That's Our Tourism Campaign
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