I sometimes wonder if people appreciate Winogrand's photos so much because (and I write this half reluctantly, and half snidely) he sets the bar so low for photographic aspirations.
Type "winogrand" into google images and look at what you see. A lot of interesting photos - but not really many great ones. I don't think I've ever seen a single photo from Winogrand that made me think "wow" - plenty that made me want to know more about them, but nothing I'd consider great. On the other hand I can think of lots of images from say Robert Frank, Weegee, Weston, Ansel, Bresson, Lartigue, Atget, Araki, Moriyama, Tazuko Masuyama, Eugene Smith, etc. - and even some photos off of flickr that have wowed me more than any single image Winogrand made in his entire life.
And I say I make my snide remark up there half reluctantly because I appreciate Winogrand's approach and his influence, and it sounds sort of funny to say that I think he was a great photographer - but I just don't find any of his photos particularly great, enduring or endearing.
And don't fire back with any of that "who are you to judge" BS. That's as asinine as saying a movie critic has to complete a universally acclaimed masterpiece before he can give an opinion about movies. If that's what it takes to appreciate art, they may as well close all art museums because 99% of people who go won't ever make anything that'll be displayed there, and therefore must not know anything about, or appreciate anything they see there anyway. :angel: