Here are two approaches to street photography, I am sure there must be others.
“The Sign Holder” came about by shooting with a camera at waist level as I walked along Princess Street. You get what you get, especially when there are crowds, most of the shots end up in the bin but a handful can be a pleasant surprise. This man could have doubled the reach of his marketing campaign by using both sides of the sign!! Tips are to choose a small aperture, and an ISO that will give a sufficiently fast shutter speed to eliminate camera shake. A wide lens with image stabilization also helps.
“Sleeping Through Calgary” is at the other end of the spectrum. I spotted the scene and envisioned the photograph, composed and shot multiple exposures due to the high contrast then finished the image off in the digital dark room.