Life may not be that simple, I guess...
Greg Clarke's comments might have come from a too-superficial simplistic observation.
One pair of shoes may not fit everyone.

“You look tired.”:
If someone really worked hard on something in the immediate past,
it would be wonderfully proper to acknowledge the fact of his effort.
He will be glad that someone has noticed it and really appreciate it as a compliment.

 “Wow, you’ve lost a ton of weight!”:
If someone really tried hard for the last few months to loose weight,
the comment will be a wonderful praise. It will make his (her) day.

“You look good for your age.”:
I will gladly take this words anytime, anywhere, in any day.
You know how hard it is to keep yourself looking young, physically and mentally.
Of all the hard things we face in our life, this is one of the most difficult tasks to achieve.

“I could never wear that.”:
In case we are talking about a tight (not loose one, for God's sake !!) clothing,
This is another wonderful compliment, meaning that you are well-shaped or skinny.
Someone may be dying to hear this comment from you or others.
Wanting to hear a comment like this, a lady may be shopping all day just to find an outerwear.