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Steven Spielberg, Amy Irving

#6 Steven Spielberg and Amy Irving
Actress Amy Irving and mega-director Steven Spielberg may have signed a pre-nuptial agreement back when they married in 1985, but the document didn’t hold up in court since Irving didn’t have her own legal representation at the time she signed. That little misstep cost Spielberg $100 million when the two split four years later after having one child together.

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