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Two option strategies that have worked well for me the last year

Posted on 6/19/21 at 11:05 am
Posted by I B Freeman
Member since Oct 2009
27843 posts
Posted on 6/19/21 at 11:05 am
I am not a frequent stock trader nor am I a trader of options at all. I do have what I consider large positions in stocks and I do use options as a tool to manage those positions. I tend to take big positions in a small number or stocks in one of my portfolios and in another much smaller portfolio I take small positions in more risky stocks.

One strategy that I used in my larger portfolio was to buy deep in the money calls on a stock I like that was badly beaten down last spring. Deep in the money calls have little time premium in them. The stock is NWL and I bought it before COVID at about $21 after researching the stock while Carl Icahn and Starboard Value were buy-in up the stock. It is a simple story---lots of good brands in a company that finance guys had vastly over leveraged and Ichan was determined to unwind that debt and get the balance sheet under control. Last Spring when the crap hit the fan the stock was down to $15 or $16 (it went even lower) I bought a large number of $13 Jan calls for around $2.5. I exercised those calls before the x dividend date in December and collected the December dividend. The stock was trading around $22 and is now $26 and pays a dividend that is about 3.5% at the current stock price. I now have an average cost of about $16.50 (I bought some stock too when it was cheap) so that deep in the money option purchase was huge for me. Buying deep in the money calls is a lower investment way to invest in a stock you like than buying the stock out right as the time premium is very small.

The second option strategy was in my other portfolio. I had two stocks UPWK and EGHT that ran up very quickly and I had very large gains this Spring relative to my investment that I really wanted to take but I did not want to pay the short term gains tax rate. To avoid that I needed to own both stocks until June 15. Fortunately the June options expired on the 18th so I put collars on both back in March and liquidated those positions yesterday and still have my gains even both stocks have fallen in price significantly since I put the collars in place. If you have big gains and need to hold them for tax purposes option collars are a good way to go.

This post was edited on 6/19/21 at 11:07 am
Posted by whiskey over ice
Member since Sep 2020
3261 posts
Posted on 6/19/21 at 12:42 pm to
Posted by Fat Bastard
coach, investor, gambler
Member since Mar 2009
72653 posts
Posted on 6/20/21 at 12:18 pm to
IB A CHINAMAN

go back to crying about tariffs on your Chinese trinket business and film tax credits.
Posted by I B Freeman
Member since Oct 2009
27843 posts
Posted on 6/20/21 at 4:09 pm to
Deep in the money calls are calls with strike prices "in the money" which means the strike is less than the price the underlying stock is trading at. A $10 call on a stock trading at $15 is in the money $5. The time premium of the option is the difference between the market price of the option and the in the money amount of the option. In this case if this option was trading at $6 there would be a $1 time premium (6-5).Typically, the deeper a call option is in the money the less the time premium on that particular option. Using this example if you had $10,000 you wanted to invest in a stock you could buy $10000/6=1666 options or $10000/15=666 shares of stock. Using the option strategy would allow you to control more shares of the stock for the same money but only till the expiration date of the option. Deep in the Money Calls

A collar is simply a combination of a put and a call. You sell the call at a price above the price of stock (an out of the money call) and you use the proceeds to buy a put a price lower than the price of the stock (an out of the money put). You have a "collar" on the stock. You don't care where the price of the stock goes after putting the collar in place. If it goes up you get the upside to the call strike price. If it goes down you pocket the premium of the call sale and you exercise the put to get your money. I used this to keep from selling the stock before the long term capital gains tax rate applied.

Option Collars


This post was edited on 6/20/21 at 4:12 pm
Posted by oklahogjr
Gold Membership
Member since Jan 2010
36761 posts
Posted on 6/20/21 at 6:22 pm to
Interesting. I've never done deep in the money calls. I've been selling otm puts to enter larger positions lately and it's been working out. It's like getting a little extra cushion outta the dip if you do it right. I've always preferred this to ITM calls since you're getting money instead of paying a low premium. Was there a reason you went this route vs selling a put?
Posted by I B Freeman
Member since Oct 2009
27843 posts
Posted on 6/20/21 at 7:20 pm to
I would not have control of a put I sold. This was a situation where I thought the stock was way too cheap and I wanted as many as I could buy. Also I decided to exercise the calls rather than see them to close and I still own the stock.
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