Some times, it's greed that makes some people not to accept cash out, they could think they are being smart by holding unto the game until they lose everything when the game bust. I have learned so much harsh lessons from losses that I deviced a strategy of staking on parlays and ever since I started using the strategy, I don't give chance to winning opportunities. It's either I accept one cash out on the first slip and allow the second slip to play out.
It's not a matter of strategy, but when it's worth withdrawing your winnings, I think it will depend on what your deposit is, if it's frankly small, then you shouldn't withdraw before you make x2, and if it's big enough, then you can set yourself the levels you'll reach when you withdraw, for example, you withdraw when you reach $100 (or more) in winnings, or $50, it's not that important, the most important thing is that there is such a tendency and compliance with this rule.
When do you cashout is about when you reach the minimum amount to withdraw. So you will follow your rule and withdraw the money when it reach the minimum. You don't have to wait for reaching a big win because you will think that the chance will not too big. In gambling, we must be smart to know when we can cashout the money so we can avoid the temptation to continue gambling.
Besides that, if we delay our withdraw time, our minds will telling us to keep gambling to win more money. We never know when we can reach X amount of the winning. So rather than we regret of losing the money, it is better we withdraw the money and enjoy the winning. We must avoid greed posses us by always knowing when we must stop gambling and take the win money.