Options The Cash C.O.W. (Conservative Option Writing)

Imagine how much money you could have made had you sold every option that you have ever purchased? While many traders boast of huge profits attained from a singe long option play, these stories are rare in comparison to those in which traders have lost some, or all, of the premium paid for an option.

In a sense, option buyers are throwing good money after bad in hunt of that one big market move that could return extraordinary profits. Given the fact that markets spend most of their time trading in a range, it is easy to see why few traders experience the abnormal returns that drew them to the markets in the first place.

A less exciting, but more fundamentally sound approach would be to attempt to profit from markets that are trading in a range. The most efficient means of taking advantage of a "quiet" market is to strangle the current range by selling calls above technical resistance and puts beneath support levels.

The logic of a short option strategy, such as a strangle, is similar to that of insurance companies. Insurers collect premium on policies with the expectation of future payouts. By knowing the probability of a claim, they can calculate their expected return for assuming the risk of the policyholder. They are confident that over time they will profit despite their obligation to pay claims.

By nature, options are a depreciating asset. Just as a new car buyer will find that the value of their purchase diminishes once the automobile is driven off of the seller's lot, an option buyer will find that the time value of their long option erodes with every passing minute.

It should be obvious by now that selling options provides traders with an advantage over buyers. After all, a seller of a call option can profit in a declining market environment as well as a market that is trading sideways. In fact, it is possible for a seller of a call to also profit during times of increasing prices given that the market does so at a slow enough pace. A buyer can only profit on a call option if a market rallies over a specific price in a specific time limit.

Nonetheless, traders continue to be lured into long option strategies. This is likely due to the fact that purchasing an option provides traders with unlimited profit potential and the risk is limited to the premium paid. The peril in this type of approach, as mentioned before, lies in the fact that although one's losses are limited it is likely that an option buyer will lose some or all of the value of the option.

The exposure to unlimited losses by option writers is merely theoretical. In theory a market could go up forever, but it isn't likely. Additionally, while most markets can't go to zero (equities excluded), they can drop significantly. However, due to the leverage and risk involved it is imperative to have adjustment strategies in place before a position is executed.

Quick Refresher
An option premium is the actual market price of a particular option at a particular time. Thus it is necessary to understand the fundamentals to option pricing before implementing a short option strategy. The exact price that buyers and sellers are willing to accept at any given time is based on two major factors, intrinsic and extrinsic value.

Simply put, intrinsic value refers to whether or not an option is in the money and to what degree. For example, the intrinsic value of a call is the amount of premium by which the underlying market price is above the strike price (also known as exercise price). Accordingly, a put option is said to have intrinsic value once the market price dips below the strike price. An option with intrinsic value is ideal for an option holder, but creates an undesirable situation for an option writer. If a short option expires in the money, the writer will be assigned a corresponding position in the underlying market. In the case of a short call, the seller will be short the underlying from the stated strike price. Conversely, a trader with a short put will be assigned a long position from the strike price. It is often in the best interest of the option writer to offset a position prior to expiration in the case of an in the money option.

The extrinsic value of an option is a combination of several factors including the strike price relative to the underlying price, market volatility, time to expiration, and demand for that particular option. The goal of an option seller is to profit from the erosion of intrinsic value. Times of increased volatility provide ideal circumstances for option sellers because option premiums are inflated. Similarly, it is helpful to understand that the depreciation of extrinsic value tends to accelerate during the last 30 of an option's life creating an ideal scenario for option selling.

Know the Market Climate
Before executing short option trades, it is imperative that traders analyze the "climate" of the market. The three primary aspects of a market that should be considered are volatility, liquidity and technical indicators.
Perhaps the most important factor to be considered is the liquidity of the market. With the possibility of unlimited risk, traders must be able to easily liquidate an unfavorable position. Options in thinly traded markets tend to have relatively wide bid/ask spreads, which will exaggerate losses and reduce profits. Markets that offer traders ample amounts of liquidity include: stock indices such as the S&P 500 and fixed income such as US Treasuries.

Volatility is an important component of extrinsic value. Thus, during times of increased market volatility option premium tends to be inflated. This provides an advantage to sellers. Volatility can be determined by looking at indicators such as historic or implied volatility available on most charting software or by simply looking at a price chart.

Check the Conditions
Once a market is deemed to be suitable for option selling, a trader should scrutinize the technical condition in order to determine appropriate contract months and strike prices. Trading ranges as well as support and resistance levels should play a big part in short option placement.

Traders should obviously sell call options above significant technical resistance and sell puts below known support levels.
Even if a market succeeds in penetrating known support and resistance, it will likely stall before doing so. To a short option trader, time is money. As mentioned before, every minute that passes diminishes the time value of an option.

Depending on market conditions, it may not be appropriate to write strangles. The purpose of selling options is to increase the probability of success, thus picking tops and bottoms are counterproductive. If a market is entrenched in a definitive uptrend, it doesn't make sense to sell calls. Doing so will likely lead to an unfavorable scenario. On the other hand, selling puts is extremely attractive. Even if the market does reverse and go against the short put position it probably won't do so immediately. Remember, as time goes by, the extrinsic value of an options erodes, providing profits to the seller and losses to the buyer of an option.

Too many short option traders focus on their strike price relative to the underlying market price, when in reality they should pay more attention to the intrinsic break-even point of the trade. Although it becomes an uncomfortable position, options that are in-the-money experience accelerated time value erosion. As long as the market stays within the intrinsic break even it will be a profitable trade at expiration. Patience, combined with humbleness, is a virtue in short option trading. Even markets that are trending do not go straight up or down providing opportunities for exiting uncomfortable short option positions. Traders will find that liquidation out of panic is often not the best remedy to the situation.

Final Thoughts
As with any trading method or system, losing trades are inevitable when trading short option strategies. Thus it is important however to point out that there is substantial risk involved. Many option sellers fall victim to greed. Failure to cut losses short can put traders at the mercy of the market. While the odds of a profitable trade are in the favor of a premium seller, unlimited losses leave the seller extremely vulnerable. For this reason, adjustments and trading plans are crucial to maximizing the results and minimizing losses.
 
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A stop order when hit becomes a market order and you will be filled -- the problem: if you get stopped out in a "fast market", i.e. when that day's implied volatility has spiked and there is real fear in the market the bid - ask spread will be quite wide -- hence, you might get a horrid fill.

You could test the market selling SPX or SPY puts. They are traded on the CBOE (Chicago Board of Option Exchange) and both have average daily volume of 500,000 to 1,000,000 options with open interest of 900,000 to 1,000,000 plus -- huge liquidity. And their option chains are long and active. You might consider selling vertical put spreads (also, called bull put spreads and Condors) ... stops can be used on these, too.The short put of the spread is hedged with the long put and you'll be able to watch the behavior of the short put with a lot less volatity. Just a thought.
It sounds like a great idea to try
 
I believe this Article "Cash Cow ..." authored by Carley Garner is simply a breezy overview of the true nature of selling options -- it lacks the specifics and thoroughness that this topic deserves. The Article does not go deep enough into the area of the "substantial risk involved" with this style of trading. Selling options can easily lead to the "risk of ruin" for the trader who is unprepared and unaware of the true risk-reward ratio of selling options, which is really lousy if the trade goes against you and you do not protect yourself. This subject of protection is only mention as "adjustments" and "cut losses short" in passing and without any further detail. There are a number of ways to cut your losses that go unmentioned here. Also, I would never suggest selling options based solely on support and resistance levels; however it is good to be aware of these (better to think in terms of probabilities -- price of underlining, strike price, volatility, time to expiration, standard diviations, etc.). And, further, I would never, ever allow the underlining to get anywhere remotely close to my strike price like the Article suggested as "penetrating known support and resistance" and that "the market will likely stall before doing so." This is crazy -- I guess the US Dow Industrial market forgot to stall last October, 2008. If you were caught in that situation with your $300.00 collected premium your losses could have amounted to $15,000 + per contract (that is per each $300.00 collected). It does happen! Selling options is not for the faint of heart or the inexperienced trader. However, that said, selling options is a valid way to generate good monthly income and should be persued by the more experienced trader.

If there are any traders out there making consistent money selling naked options I would like to hear from them about some of their methodologies.
 
I started writing OTM FTSE call options in May 2008.
A friend of mine who had a degree in Mathematical trading had been running the system for the previous 2 years and was up about £300000. He had just fully qualified as a chartered accountant and had just quit his job (in risk management!) to concentrate on trading for a living and maybe to start it as a business (maybe a hedge fund). He was also running sveral accounts for other people. It was suggested I use yhe same system in a small way to get the feel of it and to help him commercialise it.
Basically you tried to establish how the index would move and then write options the other way (is that right?). I started writing a few OTM calls thinking the market was going down (hah hah). I had capital of £2000 and made two months of £200 each. For some unknown reason as the market came down I switched tack to writing OTM puts. My mate suggested I could carry on taking £100-£200 a month or start raising the stakes. In my mind I thought of changing tack to writing calls, but for some reason stuck with the puts.Probably because it wasn't easy to close them and the fact that it gets tricky to hedge puts and calls at the same time (comments?)
Probably got positions of 20 contracts and started hedging with futures. All jolly good fun.Making good moning on the future (Selling ) Then things started getting a bit hairy with the markets falling. My capital requirement was soon about £4000 and needing more and I realised on a worst case scenario I would run out of funding at the rate things were going and on the worst, worst case could see a loss of £15000 (if the FTSE wnet to zero- not possibele, but in times like those you begin to think the unthinkable-I think it's called self preservation).
I telephoned my mate for a bit od advice and he was "otherwise engaged". Or more precisely pulling his hair out when he wasn't on the 'phone trading. He probably had about 400 options open, maybe more and trying to run about 6 accounts.
I made a decision to 1. not panic. and 2. gradually unwind the positions. Net result about £1500 total loss. Not bad for lesson in "how to trade options".
My friend was contemplating re-mortgaging his house to bolster his capital/margin but in the end decided to close everything down. I suspect he lost 2 years of trading and more, but apparently if he had had the nerve to run it he would have cleaned up.
He was running programs to calculate his risk and hedges and also running empirical (is that right?) to establish whether the positions had performed in accordance with the previous forecasts. If you see what I mean.
The lessons I suppose are to only have positions, hedged or otherwise, well, well below your available capital.
But, I suppose, that's how the credit crunch all started.
Beginners note: You don't often read about people losing money- it's just not macho!
 
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I started writing OTM FTSE call options in May 2008.
A friend of mine who had a degree in Mathematical trading had been running the system for the previous 2 years and was up about £300000. He had just fully qualified as a chartered accountant and had just quit his job (in risk management!) to concentrate on trading for a living and maybe to start it as a business (maybe a hedge fund). He was also running sveral accounts for other people. It was suggested I use yhe same system in a small way to get the feel of it and to help him commercialise it.
Basically you tried to establish how the index would move and then write options the other way (is that right?). I started writing a few OTM calls thinking the market was going down (hah hah). I had capital of £2000 and made two months of £200 each. For some unknown reason as the market came down I switched tack to writing OTM puts. My mate suggested I could carry on taking £100-£200 a month or start raising the stakes. In my mind I thought of changing tack to writing calls, but for some reason stuck with the puts.Probably because it wasn't easy to close them and the fact that it gets tricky to hedge puts and calls at the same time (comments?)
Probably got positions of 20 contracts and started hedging with futures. All jolly good fun.Making good moning on the future (Selling ) Then things started getting a bit hairy with the markets falling. My capital requirement was soon about £4000 and needing more and I realised on a worst case scenario I would run out of funding at the rate things were going and on the worst, worst case could see a loss of £15000 (if the FTSE wnet to zero- not possibele, but in times like those you begin to think the unthinkable-I think it's called self preservation).
I telephoned my mate for a bit od advice and he was "otherwise engaged". Or more precisely pulling his hair out when he wasn't on the 'phone trading. He probably had about 400 options open, maybe more and trying to run about 6 accounts.
I made a decision to 1. not panic. and 2. gradually unwind the positions. Net result about £1500 total loss. Not bad for lesson in "how to trade options".
My friend was contemplating re-mortgaging his house to bolster his capital/margin but in the end decided to close everything down. I suspect he lost 2 years of trading and more, but apparently if he had had the nerve to run it he would have cleaned up.
He was running programs to calculate his risk and hedges and also running empirical (is that right?) to establish whether the positions had performed in accordance with the previous forecasts. If you see what I mean.
The lessons I suppose are to only have positions, hedged or otherwise, well, well below your available capital.
But, I suppose, that's how the credit crunch all started.
Beginners note: You don't often read about people losing money- it's just not macho!

That's a good option war story Raysor -- I've had a few like that myself. I sell SPX Index options every month 4 - 8 weeks from expiration. When the overall market is in an upmove-bull phase -- starting 8 weeks out -- I wait for a market reaction to sell on strong down days (when volatility spikes) or at the end of a short correction down and I will continue to sell over a 10 day window period (reverse the proecdure when the overall market is in a down move). I will usually sell 1.5 to 2.00 standard diviations away from the current price of the SPX. Also, I will sell at multiple strike prices (4 strikes) with 25 points of separation. Depending on the current volatility I will place a "stop loss" (sometimes on a "limit") 2 - 3 times my collected premium -- Example: $200.00 per contract collected premium, place stop loss at $400.00 to 600.00 per contarct -- 2 times when volatility is low; 3 times when volatility is high (yes, the risk-reward ratio is not that good; however, your probability of winning at 1.5 - 2. std. div. away should be approximately 90%). If the market threatens your positions prior to being stopped out you can buy back to close the contracts that are the closest to the underlining and sell (rollout) more contracts further down the option chain or add onto your further away contracts previously sold. Other methods of hedging by way of buying put contracts in front of your position(s) or selling future contracts or creating a "Strangle" when possible or you can use the Greek "Delta" technique or a violation on technical indicator of the underlining. For money management , I limit my total collected premiums to no more than 5% of my trading capital. Example: for $100,000(US) capital limit collected premiums to $5,000 dollars. So using the 3 x's maximum loss calculation from above actual loss would be: $15,000 less collected premiums of $5,000 = $10,000 loss -- not including transaction fees.
 
. . .
-- 2 times when volatility is low; 3 times when volatility is high (yes, the risk-reward ratio is not that good; however, your probability of winning at 1.5 - 2. std. div. away should be approximately 90%).
Depends on the degree of kurtosis in the market.
If the market threatens your positions prior to being stopped out you can buy back to close the contracts that are the closest to the underlining and sell (rollout) more contracts further down the option chain or add onto your further away contracts previously sold.
Which is the standard way of hedging . . . this'll work fine in discreet markets but what'll f*ck you up totally is when the market gaps down.
Under this situation your margin requirement increases semi-exponentially and is impossible to fund by rolling down and back.
 
Good comments DP -- My trade parameters and assumptions are based on normal distributions and do not take into account extreme valuations and/or large market kurtosis. This is why I write options on the SPX only -- it has massive liquidity and long option chains. The SPX is a tracking index that includes 500 large and diverse US Corporations and is not subject to the same extreme movements (gaps) as single stocks and other smaller indexes. However, the SPX is still subject to down gaps and so your point is well taken and very valid; the biggest risk would be a total Black Swan event which may or may not cause the SPX to open below my stop loss or strike price depending on the severity of the event and how far away the underlying is to my stop loss and strike. I always have a stop loss in the market and place it right after my trade. Over the past year I have placed trades as far out as 3 standard diviations and I can't deny there isn't risk here, but there's risks in every form of trading and speculation. Once again, thanks DP for your comments -- they should be considered before selling options.
 
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