Bill Cobbs - 87
Actor Wilbert Francisco Cobbs, professionally known as Bill Cobbs, is a Cleveland, Ohio native. He actually pursued his career quite late in his life, deciding to begin his acting career at 36. Some of the parts Cobbs played were in One Tree Hill, Oz the Great and Powerful, and Night at the Museum. Although he hasn’t announced his retirement officially, Cobbs’ appearances on television and movies are rare since he is now 87 years old.