It wasn’t my bias! I was using the bias that was stated by someone else - “well out of the money so they don’t get called”. And I showed how I defined “well out of the money so they don’t get called”. What is your definition of “well out of the money so they don’t get called”?
How are you calculating CAGR here? Remember, the person already owns the Microsoft stock for many years (in your previous posts, you told them to begin their foray into covered calls by using a stock they already own). They bought it in 2010 for $23.09 a share and they hold it in a regular brokerage account for all those years and have been collecting the dividend each quarter. They REALLY don’t want to have to sell it, hence they want options that are “well out of the money so they don’t get called”. The reasons they don’t want to sell it is because the huge capital gain will mess up their AGI for the year (it’ll cause IRMAA in 2 years, and other bad tax effects), and they are over 70 years old and would normally expect to hold those shares until they die and then the basis will be stepped up for their heirs and no capital gains tax will ever be paid for these years of gains. Now the other thing to take into account is that the stock goes ex-div on 5/15, one day before your proposed option expires. That greatly increases the chances that someone might want to “swipe” the dividend on that day if the option happens to be in the money!
So, if they sell the 410, and if the option gets exercised, they have two choices:
- Sell the shares they hold at 410. They have a long-term capital gain of $410-$23.09 (basis) +$2 (option premium) = $388.91 and will have to pay either 15%, 20% or 23.8% of that in federal taxes. And depending on how much total capital gains they have that year, they might have to pay the state of Washington 7% as well (In this case, it is very unlikely, so let’s call the state tax zero). What’s the CAGR now?
- Buy new shares at the prevailing price the morning after being assigned and deliver those shares instead. Let’s say $412.23. So they buy at $412.23, sell at $410, keep the option premium of about $2, and roughly break even on the trade.
The point of this post is that it isn’t so simple, and it very strongly depends on the person making the trade and on how the shares are held (taxable, tax deferred, or tax free) and on how long the shares have been held and on personal risk tolerance and on state of residence and on age (how close are you to the nirvana of basis step up), the date of the option expiry compared to the ex-div date, etc. There are MANY things to take into account before doing such a trade.