Kim Basinger
Kim Basinger invested $20 million into Braselton, Georgia. She had big goals to create a tourist attraction in the area, but rather than that, she filed for bankruptcy in 1993 and sold the land to someone else. She was able to recover pretty quickly thanks to the money that she got back from purchasing basically a whole city, which also allowed her to get parts in blockbuster films like 8 Mile and Fifty Shades Darker.
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