Ok, so my merge didn't work as well as I'd have liked as those posts all predated my intro post... Oops.
But to quote CD:
I haven't used options at all of late, Brad reminded me that I had used them in the past, more for insurance than gambling.
Insurance, gambling, whatever you call it... When doing a covered call (out of the money), it seems that there are three scenarios:
- You write a call, it trades sideways and expires worthless, you pocket the premium: Win, because you kept the premium and still own the stock at the same value
- You write a call, it gains and expires in the money, you pocket the premium and are forced to sell the stock at the strike price: Win, in the sense that you gained both a premium and stock gains, but a partial loss depending on how far above the strike the stock went--you missed out on the upside
- You write a call, the stock falls in value, you pocket the premium but your principal is lower: Loss overall, but the value of the premium is a hedge as long as the stock didn't completely crater
Now, that's not every scenario. You don't *have* to let a contract go to expiry. If you have a scenario where it's advantageous to buy back your contract and walk away or roll it into a new call with different strike/premium/duration, you can play around with it.
So I'm sitting on a stock that I've got very large paper gains (cost basis <$32, current price $633). I want to sell that (and my other stock which I can't trade options) over time to diversify my portfolio. But with the very large paper gains, I'd be taking a massive principal haircut in taxes.
(Note for below: options contracts are in 100-share blocks. I'm doing it below in "per share" numbers because it's easier to think about it that way.)
So I'm playing around with the options numbers. Selling a call with a 790 strike and May 15 expiry is currently earning a premium of 56.97/share. If I write that option and it doesn't hit 790, that's just income in my pocket (minus taxes on the premium) for 2 months of doing nothing. And because I will still own the shares, I can write another option contract and do it again. If I got lucky and was able to do this with similar premiums for the rest of the year, it's would be 5 bites at the apple over 10 months meaning almost $300 per share in income--almost a 50% return while not doing anything. Not like I'd get that lucky with such a volatile stock, but that's why the stock trading sideways and pocketing the premiums is such a win.
If I were to write an option and it reaches that price and gets called away at 790, I'd have $846.97 per share in my pocket. But I'd owe (846.97-31.85)*.243 = $198/share in taxes. Well, 846.97-633 is >$200, so I'd still be in a positive principal position to where I am today. And now I'm still sitting on a ton of cash AFTER paying the taxes, so I'm forced to diversify the position I already wanted to diversify, but doing it in roughly a principal-neutral way.
That seems like the only way to lose on this trade would be a massive crash in the stock price. Which would screw me anyway. But right now if I sold the stock I'd be taking an immediate hit of almost $150/share on taxes anyway... So writing the option and the shares dropping a fair amount doesn't kill me, especially because if it remains a volatile roller coaster I still own the shares and can continue trying to earn premiums on options.
So... What's the downside here?