Selling add'l naked puts increases the exposure on one side and magnifies downside risk. Selling OTM naked calls or bearish call spreads adds it to the other side. He's not going to lose on both sides.Quote from Don Bright:
OK, let's try this step by step. Stock is $40. You sell a $35 put, stock goes to $34.50, so you're still close to profitable, but don't know if you will be assigned or not since it's still a week or two away from expiration. You sell some $30 puts to collect more premium, probably doubtful stock will go down another 20% in a couple of weeks (If you think it might, you didn't do your homework correctly, or you have a 2 or 3 standard deviation move).
Or, you sell $40 calls to bring in some more premium, think about it. Would you be scared the stocl is now going back up? Graph the results out, you'll see what I mean.
Don
Second, "scared" is a poor word choice. IOW, it's OK to sell naked puts and watch the UL go down but God forbid you sell a naked call and the stock rises? That's a bit of a disconnect. Naked is naked.