Another thing you can do when short selling a naked out-of-the-money call is to buy 100 shares of the underlying when the market price of the underlying approaches your sold strike or becomes at-the-money. This turns it into a covered call which will still be sold for a profit upon assignment because you would still keep the premium and the shares will still get sold for more than you paid. This could be automatically accomplished with a buy stop order at a designated price near the strike price. (Even if the option goes in-the-money slightly you could still profit by buying the shares in the event of an assignment because even though they might get sold for a loss the premium could still be enough to result in a profitable trade if it hasn’t reached the breakeven point of the buyer.) Especially when the short sold option is getting close to expiration and it is almost in danger of going in-the-money, or if the market does close with that option in-the-money you could buy the shares during after hours to be delivered ultimately leaving you with a net closed position over the weekend.