This had to be one of my all time favorites:
J.B. Harding of Norton winning the 103 lb. bracket 7 to 6 in overtime on a caution in 1999 over Adam Ostermeyer of Hoxie. Ostermeyer was cautioned 3 times and the third happened at the start of overtime when he attempted a low-single leg takedown off the whistle. After winning the match Harding gave a big D-Generation X "suck it" sign to crowd, which was popular in professional wrestling at the time.


[Linked Image from media1.tenor.com]