Stephen Tobolowsky was 51 in Win a Date with Tad Hamilton! when he played the character 'George Ruddy'.
That was over 20 years ago in 2004.
Today he is 73, and has starred in 129 movies in total, 51 of those since Win a Date with Tad Hamilton! was released.
In Win a Date with Tad Hamilton!, I think Stephen Tobolowsky looks: