"Well, at least you can always say you did your best."
How in the hell is that supposed to make me feel better? "You did everything you could and still failed. Ergo, you just plain lack the ability to succeed." That is what this says to me. I would much rather have someone tell me to "just try harder" or "not be such a damn slacker, you lazy bum" - at least then I could delude myself into thinking that I only failed because of my attitude (or other circumstances unrelated to my abilities).
"Just remember, things could always be worse."
Now there's a comforting statement. "Yeah, your life sucks right now, and guess what? Eventually, it might suck more!" I guess this is supposed to remind me of how green my grass is compared to, you know, someone else's significantly less green grass, but all it really does is remind me that my grass could be subjected to a drought, possessed lawn mower, or plague of locusts. None of which is terribly cheering.
"Welcome to the real world."
Which, come on. That's just obnoxious.