This 101-Year-Old Has Been Retired for 40 Years, Has a Healthy Savings Account, and Is a Track Champion. Here's His Impressive Path to a Rich Retirement By Elizabeth O'Brien Orville Rogers was forced into mandatory retirement from his pilot job at age 60. Refusing to let company policy keep him grounded, he flew his own planes until age 79. “I owned three different airplanes, and I enjoyed every one of them,” says Rogers, now 101, of Dallas.