That instinct of adding the amount of our bets, it will be triggered as we can't deny the fact that we wanted to win a more human instinct that's always inside us, can be good if we win but worse if things went to the other side.
This is more about AI being able to read every single data, and we can't, and in that regard AI could give points to every single situation, even a player with enough yellow cars that may get penalty for getting another one, so possibly playing less aggressive, it could consider even that much in detail, and we rarely can. This is why AI "could" be better than most gamblers, because it would consider these, I personally don't, I just gamble whatever my gut feeling tells me.
it would take a higher AI with emotions involved to see a mismatch or perhaps just the odds itself where AI can see it as a fixed match. but people will not look at it as a fixed match, we can only say it's an upset fight because we are fixed on seeing the bookmaker's favorite to win.
when the underdog wins, the AI will never foresee it. but definitely, the AI or any other sports picker will predict which team has a high probability of winning.