Clooney returned the funds and bet double or nothing he wouldn't have children by the age of 50.Although he has remained a consummate bachelor, Clooney has had many highly publicized relationships, including with former WWE wrestler Stacy Keibler.
Clooney won his first Oscar for Best Supporting Actor in "Syriana", and was nominated for Best Director and Best Original Screenplay for "Good Night, and Good Luck".
In 2006, "Section Eight" was shut down so that Soderbergh could concentrate on directing, and Clooney founded a new production company, "Smokehouse Productions", with his friend and long-time business partner, Grant Heslov.
Clooney received critical acclaim for his performance in "Up in the Air" and was nominated for several awards, including a Golden Globe and Academy Award.
Throughout his career, Clooney has been heralded for his political activism and humanitarian work.
He has served as one of the "United Nations Messengers of Peace" since 2008, has been an advocate for the Darfur conflict, and organized the "Hope for Haiti" telethon, to raise money for the victims of the 2010 earthquake.