Matt Lauer & Annette Roque
Settlement: $20 Million
The pair married in October 1998 after meeting on a blind date. Several occasions arose when she attempted to divorce the former Today host. She had previously filed for divorce in 2006 accusing Lauer of "cruel and inhumane acts," according to Entertainment Tonight. They later reconciled. Years later, Roque officially filed for divorce in July 2019. They have three children together.
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