1. Yes it really is magic that makes his luck, as you already know, The Phantom Blot drains magic after Magica De Spell destroyed his village. This made him very angry and thought that Magic was dangerous, so he wanted to get rid of magic once and for all.

2. He probably mended the glove or got a new one, where and how is currently unknown.

3. Not really, I mean he wants to take and destroy magic, so in order to do that, he probably will need magic himself, so once he's collected and destroyed all the magic, he'll destroy the glove I guess so magic is gone once and for all.

Where do you think he found the glove?

@Tom Brahms That's currently unknown, maybe he can spawn them.

I think he is covering his face because Magica destroid it whith some kind of Magic.