Of the many starlets, superstars, superstarlets, singers, and miscellaneous rich girls that the media treated with relentless cruelty and dagger-eyed attention in the mid-2000s, few cases seemed to specifically torpedo a promising career more than Lindsay Lohan. Britney Spears already had a massive musical legacy, and after going through hell, she was eventually vindicated, her conservatorship dissolved. Paris Hilton, not appearing to have a particular stake in what she was famous for, seemed to weather the storm just fine; she even survived to see “Stars Are Blind” inexplicably become a nostalgia object for millennials of a certain age and terrible taste. Lohan, though… she wasn’t at Spears-level ubiquity, and her teen-to-adult work in Mean Girls and Robert Altman’s Prairie Home Companion seemed to hint at hidden depths beneath her polished Disney-kid exterior. Then she made some bad movies, faced some worse personal issues, and took, effectively, a decade-long break from
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