“Rolling” An Option Position

Posted by Pete Stolcers on April 10

Option Trading Question

Rick S. asks, "I have seen you post comments that refer to "rolling" positions the week of expiration. What exactly is that?

Option Trading Answer

As option expiration approaches a trader has to decide what to do with front month positions. Even a long put option that will expire worthless provides some protection to the stock owner right up to “the bell”. That protection will have to be renewed to retain the risk profile. Given the accelerated time premium decay that occurs in the last week of expiration, most traders decide to sell the put while it still has some value. They apply the proceeds and defray the cost of buy one that has more time. This is called a “roll”. In this instance it could look like a calendar spread where the trader sells the front month and buys the back month (same strike price) for a net debit.

Let’s look at a speculative situation. Let’s say that I liked stock ABC and it was at $63. I own the June 60 calls the week of expiration and I still want to maintain the position. If I don’t want to buy the stock, I have to roll the options. I will sell the June 60 calls and buy the July 60 calls for a net debit of say $1.00. The “rolls” can be “down and out”, “up and out”, calendars… there are countless possibilities but in the end, they all maintain the desired risk profile that would be changed by expiring options. Traders that are short ITM options will roll to avoid assignment. The future month option has premium and the risk of assignment is reduced.

When I talk about “rolls” in the commentary I’m referring to institutional positions that can fuel a directional move. Let’s look at this expiration. Proprietary trading firms are always looking for risk less positions that yield a better than risk free rate of return (90-Day t-Bill). They have computer programs and floor traders on the CME/CBOE… They feed on tiny price disparities and they are always buying bids/selling offers. They leg and hedge continuously. The net affect of the activity is a stock position and an option position or a stock position and a futures position. This week the huge open interest in ITM OEX and SPX puts indicated that under the right conditions there might be additional selling pressure - here’s why.

The institutions may be long the OEX basket of stocks and long in-the-money (ITM) puts. It is a perfectly hedged position. If they are, they probably legged in at good prices and the trade simply needs to be “rolled” or unwound. As expiration approaches the options trade at parity (cash value). If the market is choppy and random, they will sell the puts and the stock at the same time. If they can roll the position at favorable prices they will do that, selling the June’s and buying the July’s. However, if the market gets into a predictable pattern the institutions will leg out of the position. They look for a day when the market has steady action in one direction. In this case, Monday and Tuesday were perfect and offered a steady drift lower. As the market declined in the afternoon, they sold their baskets of stock and drove the cash value of the index down. By the end of the day, they had sold their stock at higher levels and they exercised their ITM puts for cash. The cash value of the index was much lower and the cash they got for the puts was much greater. They effectively “goosed” the profits of a risk free trade.

It is important to watch the ITM open interest during expiration week. Often it might give you an indication of market bias. bear in mind the conditions that need to exist. I’m not against program trading. In fact, I’m all for it. It keeps the prices in line. Those that are against it weren’t complaining in March and April when it propelled the market to multi-year highs.

If you’ve have any examples of positions you’ve had to roll, please share.

Option Trading Comments

  • On 06/19, Richard Z said:

    This doesn’t really relate to the rolling of a position but a how does that happen. I was rolling from a June month contract to a July - same strike. I put in a order for a net credt of .45, which I was filled but the transactions did not trade on the nickels. Ie call was bought back at .54 cents and new was sold at .99.

  • On 06/19, Pete Stolcers said:

    Hi Richard,<br><br>Chances are your order was routed to the BOX exchange. If their bid and/or ask is the same as the other exchanges, they will often improve the fill by a penny to get the order. If you routed it, congratulations. If your broker routed it - kudos. They just saved you $20 (on a 10 lot spread). Many brokerage firms get paid for order flow so they have an underlying motive for their order routing decisions. Personally, I like to have the power to route to the exchange of choice. Often, I can’t get filled on one exchange, but I can on another even though the same bid/ask is showing on the screen. If the Market Maker knows the order is there to stay, they will lean on it and build in an "edge". That "edge" is worth a penny to them and they will pay the brokerage firm to "see" the order. If you can’t select the route, cancel the order if the stock is moving and you think you should be filled. You might see the bid/ask market change because your order was supporting it. You can re-enter it when you think the price is fair. Great question.

  • On 05/16, Mark said:

    Two questions about this article:

    1.
    “The institutions may be long the OEX basket of stocks and long in-the-money (ITM) puts. It is a perfectly hedged position.”

    Is this delta neutral trading?  If so, do you have previous articles discussing this?  Also, do you have information on neutral trading of options for credit spreads?

    2.
    “I was rolling from a June month contract to a July - same strike. I put in a order for a net credit of .45”

    Why do the net spreads go from a declining credit to a debit spread when ATM to ITM to DITM?

  • On 05/28, Pete Stolcers said:

    On a retail basis, delta neutral is more of a concept than it is a reality. Positions are delta neutral twice during the life of the trade, once when you put the trade on and once when you close it. Institutions are continually making markets and they do dynamically adjust positions. To read more about the strategy, please use the search engine on my blog and enter the words “delta neutral”.

    When you roll and OTM spread, you are collecting more premium because you are taking more risk by selling an option that is farther out in time. As you go DITM, the bid/ask spreads widen and the options are trading at parity. On a $.40 wide bid/ask, if you buy the ask and sell the bid, you are doing the trade for a debit. DON’T EVER DO THIS. If you can’t roll for a credit, just close down the front month option and take your lumps. when you roll for a debit, chances are you will be selling the farther out in time options at a discount and you will be assigned.

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