My god, I would definitely do it! Or at least some variation of it... whether you sell those boring ass modern watches that look like college graduation gifts from your grandma, and then buy the vintage with cash, or trade them straight up.
I see people wearing subs and DJs on every street corner of Manhattan... it's like buying an Andy Warhol poster from Walmart and hanging it on your wall, when you could get the real thing that hardly anyone else has!