He lives in a under-furnished home along Hamilton's Mountain Brow overlooking Downtown Hamilton. He clearly spent too much money on his Hamilton home to afford teeth and/or clothing.
Since we're talking about funny Harry-encounters, I remember (I believe it was 2008) when the City of Hamilton was first presenting it's B-Line LRT plans at a Public Info Session, Harry showed up and decided to give City Engineers a dose of Rapid Transit Plans..
It was something of a hybrid between Teleporting and FedEx.. something like packages can be shipped anywhere, why can't people!? A former Mayor of Hamilton (the late Jack Macdonald) was sitting behind me at the time, laughing and giggling like a lil schoolgirl at Harry's 'ideas' (though Jack's ideas were as moronic, rest his evil soul). I remember hearing Jack mutter "Rapid Transit? It's called A CAR!" to his lil friend beside him.
@ Gabe - his plans for 1 KingW have obviously been resurrected in his Hotel Hamilton plans; a 'condo' bldg for students and busy business travelers aka a boarding house!! No wonder the City of Hamilton keep blocking the project in red tape, it's clearly going to cause boarding house problems!