Towering Pillar of Hats is a hat, rather 3 hats stacked on each other. A bowler, a tophat and a boater. The description for the hat is "A-ha-ha! You are as PRESUMPTUOUS as you are POOR and IRISH. Tarnish notte the majesty of my TOWER of HATS." and is a reference to a TF2 comic, where a "gentlemann" laughs at a poor man who doesn't wear a hat. It's the ultimate gentleman hat.