It is something I cannot understand. "Maybes" are unacceptable conditions to operate by.

[Internally, even if he isn't aware of it, there's a conflict of logic. He bets every encounter with Sonic on the promise of "maybe", even if he's always sure this time he'll win. He'd just never admit to being remotely similar to organic life if he can help it.]

To weigh the odds in one's favour as much as possible prior to any task is merely logical.