Let me make it clear, I'm not a Leaf fan and frankly I think if you are buying Leaf merchandise at this point in their franchise you're just enabling them. I also was not born for most of his "infamous" career as owner of the two pro teams. That being said, despite winning us a Grey Cup, and disliking Leafs, I can't say I have even a modicum of respect the man.
I think the fact that he outright said "Why would I go for Gretzky when I'm packing my stadium every night anyways." showed where his true allegiance was. The fact the man was a criminal convicted of fraud and tax evasion certainly speaks to his character. I think the way he screwed the Toro's should have gotten him sued. I think ransoming a CBC broadcast for lighting you installed is ridiculous. I think as an owner, to have that much of a hands on approach and blatantly disrespect solid talent is a sign of ineptitude. I think it's incredibly disrespectful, as an owner to sell your championship banners especially since teams before your coming earned them. I also can't say I like people who pitch parts of historic stadiums that the hall of fame are trying to acquire into a trash compactor, nor people who take down pictures of the Queen for no other reason then "Because she doesn't pay me to be here".
He is part of the reason why I have little respect for many Leaf fans. You had a criminal, anti-union, sexist, racist, egotistical, price gouging, corporate bully in charge of your team who for DECADES before the cap came around intentionally refused to go out and buy talent despite being one of (if not) the most financially successful teams in the league. This kind of ownership DOES NOT warrant consistent sell outs, which the Leafs experienced then and continue to do now.
I understand you have to stick by your team, but when your ownership and management group outright spits directly into your face by desecrating your team's history, refuses to try to produce a winning team in favour of producing a profitable team (and outright says it) and intentionally sabotages the team through hiring crony coaches and undermining the team captain and continues this kind of behaviour for decades, to still give him sellouts for that kind of behaviour is absurd.
The only thing I like about him was how he screwed Toronto (and the Argos) for years. A market who deserved him as an owner for not walking out on him when they should have.