Madonna & Guy Ritchie – Settlement: Reported $92 Million
For much of her career, Madonna has been known for getting into flings with men younger than her, but at some points, she got serious and decided to settle down. One of her marriages was to film director Guy Ritchie, who directed movies like “Snatch” and Disney’s “Aladdin.”
Madonna and Ritchie stayed married for about eight years until they decided to call it quits in 2008. Owing to her superstar status, the “Queen of Pop” was more financially buoyant and had more to lose in the divorce than her ex-husband. Ritchie reportedly walked away with a settlement of $92 million. Madonna ended her “Madame X” concert tour in 2020.