I've won a couple of programming contests over the years.

International Obfuscated C Code Contest - IOCCC

IOCCC is a classic contest that has been held most years for the last 20+ years

Topic Year
Most Conspiratorial 2012
Most Obfuscated Audio 2006

The Grand C++ Error Explosion Competition

TGCEEC was a contest to see how much error output you could generate from C++ source. I was lucky to be a winner in this as a lot of the other contenders generated a lot of output. Too bad they haven't done a second one yet.

Topic Year
Most Surprising Output 2015