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.
After accepting $1000 as a bankroll, how long can you keep that money is an important issue. In gambling, small wins are often obtained by using large amounts. That is why the gambler has a big responsibility regarding bankroll management. Many times, it is seen that the gambler uses a large part of the bet out of greed and loses the bankroll to recover that money. In this situation, he can lose all his money at any time. If $1000 is tried to multiply by 10x, then aggressive betting will have to be done and luck will also have to be with you. Otherwise, you will quickly lose control. Holding the bet money for a long time can also be a strategy. In this case, if luck favors, there may be a possibility of quick profit, but it is uncertain.