Dan
Let's Sway
The fact that he left so many rolls of film undeveloped means most of what he said in his life was complete bullsh!t. Photographing to see what things look like? Apparently not. 2500 rolls is way beyond waiting to see fresh images. Most of it was garbage too.
I've never understood the appeal of Winogrand. I think he was just "annointed" and no one ever questions it. Lots of photographers better than him. I think he appeals to a certain "type" of person, but that person is not me. I never really cared much either way about him but I heard a recording once of him bashing Ralph Gibson who in my opinion has more talent in his little pinky. Hell of a lot more intelligent too. I thought it was hilarious.
I've never left too many rolls undeveloped because of the reasons Don brought up. If you want to wait, just file the negs and look at them later. Usually the week or two that sometimes elapses is all the time you need.
For me, living with and evaluating a working set of images, either in print form or by re-visiting my digital archive on a regular basis, is how I slowly layer my opinions on any particular image's attributes. I need to be looking at a result; after all, it is a visual medium.
The most consistent pattern I've noticed is how none of my "almost" images ever get any better over time.