I think Dan T. has the image and style most Americans would accept as well dressed and stylish. I prefer Foo's outfit/style out of all of them (and within this forum too). However, I do realize that many people might describe his style as stuffy, old man or classic (nice way of saying old). Dan looks very "fashionable". He's styled like a magazine editorial or a mannequin in a department stores designer section, which I don't mean as an insult. I think people don't give enough credit for what it take to put looks like this together. In any case as others have said, there really isn't a winner in a competition offering a $10k Kenneth Cole wardrobe.
Note: I don't think Kenneth Cole is the equivalent of a fashion trash bag (I own a great down jacket that turns into vest with zip off sleeves), but I think for many on here a KC suit is a huge downgrade.