No, just be honest with him. Tell him that even he never did that "terrible thing" (to send a photo) once he's a balding, not tall, not rich and not young, he has almost 0 chance to find anybody.
Don't give him false hopes like If he simply stopped doing such things he may be able to get a girlfriend.
As a woman, think about it: even he stops doing "such things" (photo) what woman in her sane mind will say "The guy is without hair, poor as church mouse, short and aging but he doesn't send photos, so I am in love!"
Let's be realistic.
The best quality (or one of the best) in a person is being able to be honest, frank and genuine to the opposite sex (gender) and to give the right information like "Dear, no offense, but your problems are:
x,
y and
z." or "To be honest, if you improve
a and
b, and take more care of
c you'll be much better."
But when you only speak "You're ugly, short, poor..."
without giving some courage (like good ideas) to deal with these problems or (if it's impossible), at least, how to compensate it with something else (like "Yes, man, you are shorter than most of the Europeans but if you move to Indonesia or Brazil you'll be just okay." or like "Your ugly face maybe compensated with more sports, diets and being popular.") then it's just brutal.