Choosing Where to Strike
What do you want from life, an Indian guru to show you the inner light?
The Tubes
The most difficult questions in any financial planning process are what are your objectives, and what is your risk tolerance.
Most investors either don't know or lie blatantly. Few ever admit they are in this game to make a quick buck at little or no effort  they know that such an answer would be considered wrong by most social norms.
And, startlingly, even fewer would know what to do with a sudden fortune if it fell into their laps. Why do you think most lottery stories have unhappy endings?
The question of which strike to employ in an option trading strategy, which arose in a
exchange last week, is related directly to the level of risk a trader is willing to accept.
We can illustrate this by examining which March
S&P 500
(SPX) call option to select as part of a replication strategy of the underlying S&P 500 index itself.
Strike selection for additional trading purposes, integration of strikes into strategies and position management is covered at length in my 1999 book
The Dynamic Option Selection System
.
On Jan. 13, the SPX closed at 1287.61, with 63 days remaining to the expiration of March options and the riskfree rate at 4.22%.
Key data for the March call options are presented below.
The columns for the strike price and the premium are selfexplanatory. Additional columns are included for the option delta, or expected price change for a given change in the index (1/delta), which determines the number of call options we will need to have full index coverage, and for the cost, which is premium/delta. The more delta we buy per option, the more each option will move to protect the underlying asset, and the fewer options will be needed.
However, we will need to risk more capital due to the greater initial cost of inthemoney (ITM) options, and this starts to defeat the whole concept of using options to create a synthetic index.
If we purchase a larger number of outofthemoney (OTM) options, each option will move far less in response to the underlying asset, and so despite their lower cost, they will be an ineffective index substitute for all except the most extreme price movements.
We also need to consider the probability of the futures price settling at or above the call option's strike price by expiration.
We can calculate the number of standard deviations away from the mean each strike price is by using the range formula:
This number of standard deviations, Z, corresponds to a probability of the SPX equaling or exceeding the strike price at expiration. These probabilities then can be used to determine an expected return at that particular strike price at expiration, which is the worstcase scenario for any synthetic option index:

The Tradeoffs
The OTM options, while cheap, have negative expected returns. The ITM options, while expensive, have both positive and negative expected returns by virtue of their intrinsic value and lower time premium costs. OTM options can provide "home run" returns, but very few traders calculate the probabilities of those higher prices being achieved and even fewer buy 1/delta calls to replicate the alternative of simply buying the index.
Nothing in options is ever simple, and far more needs to be accounted for in strike selection than simply the expected return at expiration. Three tradeoffs are involved:
Maximize gamma, the rate at which delta changes with respect to price, against time decay;
Maximize leverage, or the intrinsic value purchased, against net borrowing, or time premium paid;
Maximize position delta against capital outlay.
The net result of these tradeoffs is a sliding scale of how far in the money we should select our strike. As a rule of thumb, the higher the volatility or the greater the time to expiration, the further in the money we should go. The low volatility level of the SPX works for a selected strike closer to the atthemoney strike of 1290, but the two months of time remaining push the strike selection back toward inthemoney levels. The relative attractiveness of each strike considered is displayed below. The 1260, one nearly 30 index points in the money, is selected.

Howard L. Simons is president of Simons Research, a strategist for Bianco Research, a trading consultant and the author of
The Dynamic Option Selection System
. Under no circumstances does the information in this column represent a recommendation to buy or sell securities. While Simons cannot provide investment advice or recommendations, he appreciates your feedback;
to send him an email.
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