No.7: Dionne Warwick
Legendary soul singer Dionne Warwick, known for classics like Walk On By, ran into serious tax trouble later in her career. Years of mismanaged taxes from the ’80s and ’90s snowballed into over $10 million in unpaid debt.
In 2013, Warwick filed for bankruptcy, with court documents revealing a razor-thin monthly budget—around $20,000 in income against nearly the same in expenses. Fortunately, after years of negotiations with tax authorities, her bankruptcy was resolved in 2019. Still performing today, she remains a cherished figure in the music industry.
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