Living in the wonderland is pointless. We must confront reality. No strategy is proven and so it is very unwise for a gambler to go into borrowing simply because he has been lucky to win. Such a gambler will definitely lose and regret even conceiving such thought of going to borrow.
You are correct their is no perfect strategy that guarantee winning, no matter how good the person is with predicting game it does not guarantee 100% success so their is no point in borrowing money to gamble in such condition because at the end of the day the person will lose the money to gambling which is what the over confidence will cause, borrowing to gamble is not worth it.