Bill Cobbs  – 87

Bill Cobbs is an American actor popular for his acting in movies like Night at the Museum, Air Bud, and Oz the Great and Powerful. Cobbs began acting at the age of 36, and success didn’t come easy to him. After relocating to New York, he worked as a cab driver, toy salesman, and did other odd jobs before he got his break with Ride a Black Horse. Today, Cobbs is 85 years of age. Although he isn’t as active in his career, he hasn’t officially retired yet. His last appearance was in Night at the Museum: Secret of the Tomb, in 2014.