Alan Tudky is best known for his roles in Death at a Funeral, a comedy. And also he played a funny role as a person acting like a pirate in the movie Dodgeball, that also starred Jennifer Aniston and Vince Vaughn.
I just asked the same question myself... If you type in A Christmas Story it will give you a full list of the cast. I didnt realize he played Andrew in the movie "The Break Up" with Vince Vaughn and Jennifer Aniston (2006).