What’s done is done, and the future is something not even he can predict, so he doesn’t see a point to self-inflicted misery. Besides, he’s the kind of person who sees the hope that lines disaster.
Perhaps he will be despised for it, or envied. Perhaps no one would understand, because even though he’s lighthearted, it doesn’t mean he’s shallow.
He’ll choose hope every time, and he’ll take whatever help he can get, because he knows that’s what makes him strong. So he falls down before his pride can, and finds there’ll always be someone to pick him up, even if it’s out of pure pity. (It’s better than nothing.)