No, it doesn't, actually.

I mostly see it as me playing against him and he winning, and that's very good: who played best, won, and that's great. At least money went to someone who deserved it, instead of to some bank or politician.

Or you can say I've paid him to learn a lesson, there are much more expensive lessons out there.

Either way, it's been quite good.

(obviously not as good as getting it right, but better to fail here were the amount are relatively low, than failing much bigger later)