Option Trading Idea of the Week
Expiration Day Roll-Over Strategy
For a normal third-Friday expiration, we have maintained that it doesn't make any real difference whether you buy back expiring out-of-the-money options on Friday (if they cost $.05 or less, there is no commission at thinkorswim) and also sell the next-month-out options on that day, or whether you let them expire worthless and wait until the following Monday to sell those options.
There are several reasons why the next-month-out options usually sell for less on Monday than they do on the previous Friday (especially if they are calls):
1. Two extra days elapse for decay to take place (Saturday and Sunday).
2. Many investors who sell covered calls do that selling on Monday, and that depresses the prices of those calls.
3. Markets are generally weaker on the Monday after an expiration.
All three of these reasons support the notion that even though there is a small cost to buying back out-of-the-money soon-to-expire options on Friday, the new options can be sold for sufficiently higher prices on Friday to more than cover that small cost.
When a quarterly series is available (for SPY and DIA, quarterly options are available in March, June, September, and December, all ending on the last trading day of the month), the best strategy changes. There is no intervening weekend for the next-month options to decay over, and it is uncertain that the market is weaker after a quarterly expiration as it is after the regular monthly expirations (although last month, the market fell sharply on October 1st).
Therefore, the proper strategy for quarterly series expirations will be to allow out-of-the-money options to expire worthless, and sell new next-month options on the first calendar day of the new month.
Any questions? I would love to hear from you by email (terry@terrystips.com), or if you would like to talk to our guy Seth, give him a jingle at 800-803-4595 and either ask him your question(s) or give him your thoughts.
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Terry
Overbought/Sold Condition Report
Overbought/Oversold as of October 16, 2009
Major Benchmarks
- S&P 500 (SPY) - 70.2 (neutral)
- Dow Jones (DIA) - 68.5 (neutral)
- Russell 2000 (IWM) - 58.1 (neutral)
- NASDAQ 100 (QQQQ) - 59.9 (neutral)