From my own experiences, I can tell u that depending on the situation, Never Trying is much, much worse.
It depends on whether u are meer sensitive to humiliation, in which case trying and failing would be worse. of if u are meer sensitive to regret, in which case nnever trying at all would be worse.
For me, I'm not easily humiliated and my ego would be meer dented if I didn't try at all, because I am one of those 'what if' people who like to just go for it. lol ^^