#1.) vs Pentagon Jr. – Slammiversary XVI
This was not like every other violent or hardcore match. The story between Callihan and Pentagon Jr. saw the former show a sadistic side to himself that had never been seen before. It was violent and bloody and not for the faint-hearted.
The match was also incredibly creative and perhaps the best sequence saw Pentagon try to drill in steel spikes into Callihan’s head. Pentagon would triumph after going to hell and back. It was without a doubt the best and one of the most brutal matches of Callihan’s career.