Publish date: 2024-01-09

Waylon Jennings might have enough quality tunes to carry a whole country radio, but his personal life wasn't without its ups and downs. Notably, he struggled with an addiction to cocaine, though he fortunately managed to quit the drug before teaming up with his fellow Highwaymen. However, he had other vices, such as his allegedly up to six-packs-a-day smoking habit. He received his diabetes diagnosis in the early 1990s and though he continued to record, he didn't tour like he used to anymore. Diabetes continued to deal Jennings further bad cards, including a botched operation to deal with his blood circulation that ultimately led to the amputation of his left foot in December 2001, just a few weeks before his death on February 13, 2002.  

As such, Jennings might not have been in the financial league of his fellow highwaymen like Willie Nelson (who has an estimated net worth of $25 million) or Kris Kristoffersson ($160 million, going by Celebrity Net Worth). However, he still had plenty in his pocket when he left the mortal coil, according to Celebrity Net Worth. The site estimates that Jennings was worth roughly $7 million when he died.

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