Josh Duhamel was 30 in Win a Date with Tad Hamilton! when he played the character 'Tad Hamilton'.
That was over 20 years ago in 2004.
This was his first recorded movie acting credit (although may not technically be his first actual acting role).
Today he is 51, and has starred in 42 movies in total, 40 of those since Win a Date with Tad Hamilton! was released.
In Win a Date with Tad Hamilton!, I think Josh Duhamel looks: