Rosie O’Donnell and Michelle Rounds – 5 Years Together

Not everyone in Hollywood marries someone from the business. Just ask Rosie O’Donnell, who, in 2012, married Wall Street recruiter Michelle Rounds. The pair remained married for over four years, adopting a daughter, Dakota, now 8. The couple sadly separated in 2016.

Heartbreakingly, Rounds took her own life a year later, in 2017. “I am saddened to hear about this terrible tragedy. Mental illness is a very serious issue affecting many families,” O’Donnell said at the time. “My thoughts and prayers go out to Michelle’s family, her wife Krista, and their child.”