(1) COMPOSITION (CONTENT) This is going to be a very difficuot photograph for me to critique. I find the jumble of "things" to be a distraction rather than adding to the composition. It is very difficult to find a place for the eye to rest.
(2) BACKGROUND The background is very cluttered. Between the tree and the building in the reflection, its hard to know what to look at first
(3) CAMERA WORK ,TECHNICAL The DOF is very deep, and there are no parts of the photograph that are out of focus. The subject is rather ambiguous because of this. I am guessing that the face is the subject...you have placed the face into the proper location (according to the rule of thirds).
(4) DIGITAL PROCESSING ,TECHNICAL Your post processing is good. Saturation is good, cropping is good.
(5)MEETING THE CHALLENGE This photo does not do a very good job of meeting the challenge. I do not really get the square part (you personally look anything but "square" to me).
(6) MY OPINION ON THE PHOTO The subject here is alright. The way you executed it is alright. I think this is a photograph that you may wish to re-shoot under different lighting conditions. The potential here is great, but I feel that you have not quite gotten it yet.
I thought that one squared = one. lol. Cute shot, but there seems to be too many competing elements. tree building, bench, sky, sidewalk. Doesn't seem to have any focul point. Still an interesting self portrait IMO. Good luck.. Jacko.
Composition: Cropped slightly low?
Technical: Excellent colours + focus
Meets challenge: Not seeing it myself, sorry.
Overall impression: Good, but losing a point for challenge. 5