Nothing can be account for in this types of money reason because what we are dealing with is not a game of certainties rather a game of probability which you can't count how much to win or how much to lose while gambling with $1k. The only thing I know is how to manage it carefully to fit round the whole season as you said, at this point winning could come but not certain or specifying. In gambling especially sports betting it's very hard to determine when to win except such person deploy a specific strategy to gamble, let say going on a single bet which reduces the chances of losing their bet.