I think I like #4 the best. I like the whimsical quality of the figure. Can you try making the figure more "real" like a caricature of me. I am of medium build, light brown hair, green eyes, glasses. I think it might make me more accessible. I really like the light and humorous feel of this. BTW, put a "T" on the end of psychiatris
For #6 How about instead of the stoplight head, it is a caricature of me leaning on the words holding a stop sign (like a school crossing guard might hold)
#22 can you make "the sidewalk psychiatrist" all one color of blue (perhaps deeper blue). Also, can you make it so that my arm is not around the pole so I can see what that looks like