Originally posted by stevebrot FWIW, one of the best street photographers that I know does not rely on stealth. In fact, he often actively engages with his subjects.* I dabble in street work when feeling brave and can make these generalities:
Did you know Street Photography actually is a scientific category of Anthropology? Karen Nakumura at Yale has made
Photoethnography.com, a truly extensive web resource,
technique guide and blog on the subject as well as a really deep 'Classic Gear' section. She counsels engaging the subject and using shorter, wider lenses also - and against use of telephoto.*
*Warning - save this for a cold, rainy day when you have nothing else planned - it is fascinating.