It's better to be cautious and play it safe than regret pushing him too hard. We're supposed to get another read on it soon.
If you don't invest very much, then defeat doesn't hurt very much and winning is not very exciting.
My hobby is my work. I love it so much, it is not work.
I don't even think you know how great you really are. I believe in you.
When you believe in yourself and the people you surround yourself with, you will win something really big someday.