Options. If you write them every month and they expire on Saturday, do you wait until Monday to write a new option? If he knows he is not going to be exercised by the last hour on Friday, he will rewrite on Friday because he'd rather pick up those extra 2 days of option premiums over the weekend. If there is any question, he’ll wait and rewrite on Monday.
Options. If you either don't get Put or Called or you do, do you go back to the same stock? There are a number of stocks that he likes and he can see where the earnings momentum is, and he knows what the option premiums are, he tries to write them when they are down. He won't always stick to the same name.