These fights are a touch older but it was really hard for me to see Wandy loose to Chuck, and it was also painful to see him loose to Rampage. In the rampage fight he held his own for a bit and looked good until hitting the canvas.
I also hated seeing Karo's downfall after being put on hold for a well earned title shot. He was an exciting fighter in his day.
Oh and Lyoto loosing to Shogun blew my mind, I still don't understand that.