NickTrop
Veteran
Before his death, Winogrand had bought an 8 x 10 camera and was planning to start using it when he finished his time in Los Angeles and moved back to New York. So...?
The question was, would ______ have shot digital? All 35mm shooters of note would have shot digital if it was available then, if they were alive now. Shooting LF is a different type of photography that requires filum - then and now. For "street photography" and documentation, digital is good enough, equal to film in IQ, and better suited in many important regards ("endless" shooting, no need to change rolls, variable iso, no processing, etc.)
Likely, however, the (pleasing imo) aesthetic of grainy b&w natural light photography would not have evolved, since digital does low light color so well. Back then they were pushing the hell out of black and white film, creating this aesthetic almost inadvertently.