Clint Eastwood, 92 – $375 Million

The effortless touches he puts into his characters make Clint Eastwood one of the most outstanding actors in history. From playing the lead in Dollars trilogy to Harry Callahan in several Dirty Harry films, the range and caliber of his acting skills are unmatched.

Now aged 92, Eastwood has won heaps of accolades, including Academy Awards for Best Director and Best Picture in both Unforgiven and Million Dollar Baby. Even though he’s got a fortune ($375 million) to last him several lifetimes, Eastwood continues to act and has work coming up in Cry Macho. Among the many of his offspring are actors Alison, Scott, and Francesca Eastwood.