Seeking Alpha

Selling Puts: The Good, The Bad And The Ugly

by: Reel Ken
Reel Ken
Medium-term horizon, long-term horizon, investment advisor

What accounts for put-write strategies' under-performance.

How to fix put-write underperformance.

Why "easy money" isn't so easy.

Hardly a day goes by that I don't read an article or hear some pundit extol the merits of selling puts (put-write). Selling puts seems to be of such interest that there are even ETFs, such as WisdomTree CBOE S&P 500 PutWrite Strategy ETF (PUTW), that offer an easy path for the inexperienced investor to complement their portfolio with put-write exposure.

Over the years I've written scores of articles with the goal of trying to help investors use options intelligently. My perspective has always been to lay the fundamental groundwork that investors need before they go "jumping in" to areas that are complex. I hope this article will add to the reader's knowledge base. If the reader knows more, they can make better choices.

Let me start off with a qualification. Many investors use options on a "one-off" or "hit-and-run" style. They are using options as a trading vehicle, not as an investing vehicle. I can't and won't address this type of option usage because I'm an investor not a trader. Instead, I will concentrate strictly on the investor that is looking to supplement their portfolio. These investors typically sell puts as a substitute for direct stock ownership; an adjunct to portfolio protection; a "wait and see" and similar objectives. They are not "in-and-out" but more permanent in nature.

This article will benchmark results of various strategies relative to the S&P 500 Index. Of course, one can't directly buy the S&P 500 Index (though they could buy the underlying stocks). So, this article will be of primary value to those that own or use an ETF that follows the S&P Index such as the SPDR S&P 500 ETF (SPY). Though one can't buy the index without using the ETF, they can utilize options on the Index, such as SPX. Personally, I use options on the index itself utilizing SPX. However, position size and some other factors of SPX make it impractical for many investors and will force investors into SPY. But for those using stocks or ETFs that don't follow the S&P 500, don't despair - the comparisons put forth here can be extended to almost any stock. After all, any index is just a compilation of the behavior of the underlying stocks.

The Selling Point

No, I'm not starting out with the point at which one should sell puts. Instead, I'm referring to how options are "sold" or marketed to investors. For we must, at some stage, reconcile what investors are told with reality.

The allure of selling puts is derived from the perception that they are less volatile and offer some downside protection as opposed to outright ownership of the underlying. This is mostly true. Selling puts can be less volatile and will outperform in a steadily down market or a steadily flat market. At least in theory.

The Theory

The basic theory that attracts investors rests on the prospects of pocketing extrinsic value. If there were no extrinsic to pocket then one might just as well own the underlying. Now the amount of extrinsic varies with the strike, the expiry and volatility. There is no single rule of thumb that computes the amount of extrinsic. But, if we restrict our universe to weekly ATM puts value with average volatility, the extrinsic could be expressed as a percentage of the underlying price - usually ranging around .40% to .50% of the underlying price (and can be much higher at extreme volatility). That means, if SPY is trading at, say, $290, one can expect the average weekly ATM extrinsic premium to be around $1.20 to $1.45. By extrapolating the potential extrinsic using the .50% number and assuming the market is flat for one year, one can make 26% by collecting .50% x 52 weeks. Pretty good considering investing in the underlying was completely flat.

So, we start with a potential upside of 26% but we have to modify the potential return by accounting for losses incurred when the market drops. But 26% is a big cushion for absorption.

The problem with this theory is there is no such thing as a steadily flat market or a steadily up market or a steadily down market. Markets are not steady. They unpredictably move in whatever direction they are headed in fits and spurts, ups and downs, zig-zags.

I've been tracking the S&P weekly for the last four years. During this period the S&P has moved upward from $1,968 to $2,914 - a gain of close to 50%. By all accounts a bull scenario. So, with a strong bull one would assume that down-movements that would otherwise erode the cumulative extrinsic would be modest.

But if we looked at a chart, not the usual chart of the actual S&P climb but rather of its weekly "fits-and-spurts," the picture is not as clear.

Here's a chart that details how the S&P has performed weekly over the last four years from October 2014 through last week.

So, looking at this chart at first blush and without further calculation, it is unclear if the S&P is net up, down or flat. Imagine, in a strong bull market, up 50% in 4 years, a weekly chart doesn't look like that's the case. There are certainly many down weeks and many large down weeks.

Now, if we further analyzed this chart - not for its end gain of 50% but for how it got there - we'd find the following:

Number of Weeks

If we broke this down even further we'd find:

1) over 1/3rd of the time (36%) the market is down,

2) When the market is down, almost half the time the drop is more than 1%.

3) 20% of the time the market is down it falls by more than 2%

And remember, this is on a weekly basis in a strong bull market

So, even in a strong bull market, down movements are common and substantial. It's just that up movements are more plentiful and overcome the down movements.

What these charts also highlight is every strategy - put writes, or not - is dependent upon how successfully the investor manages the up and down swings as well as the over-riding direction. For surely, if one positions on the assumption of a down market and the market is actually headed upwards they will under-perform. Even if they guess the direction correctly, is a drop a reversal or a buying opportunity? Is a rise a bull indicator or a "dead cat"? Do they react emotionally and go the wrong way?

What should one do? Should they go out-of-the money - OTM; at-the-money - ATM or in-the-money - ITM? For surely, results will vary widely depending upon the accuracy of these decisions. So, let's take a look.

At the Money (The Bad)

Selling puts ATM means that on each expiry one simply rolls forward the put at the current price. If the market goes up, one chases the strike up and if the market goes down, one chase the strike down.

Seems simple, but is it advantageous? Fortunately, we can look at the performance of the WisdomTree Put-Write ETF for a simple comparison. Here goes:

What we see is that PUTW was less volatile. But, most importantly, it also under-performed and under-performed substantially.

Back in June 2016, I wrote an article on PUTW. In that article I explained that it suffered from a flaw, that it is susceptible to volatility swings and can be "whip-sawed" in up/down markets. I suggested investors considering PUTW need to supplement their positions after a drop to avoid the "whip-saw."

Now, I can't manipulate PUTW data to a "what if scenario" - it is what it is. So, instead, let me go to my previous 4-year chart of the S&P weekly. Here's what an ATM strategy, sold weekly (PUTW uses monthly but it's conceptually the same) would have looked like:

As is evident, the result parallels the performance of PUTW. So we see consistent result that would lead one to examine why such a huge nonperformance. Is the concept of selling puts wrong or is the execution wrong?

But before I go into a deeper examination of the issue, let me be fair and illustrate that in a down market put-writes would outperform the underlying as this hypothetical chart reveals (for this purpose I simply reversed the actual S&P values - starting at $2,914 and dropping to $1,968)

Selling Puts ATM in a down market will do better than owning the underlying. But it still loses.

Hold The Strike (the Good)

The problem with selling ATM puts is the "whip-saw." One must move away from the thought that the market will be "steadily" anything and accept that it will zig-zag up or down. So, 36% of the time the hoped-for extrinsic gains will be reduced. Over half those times it will not only be reduced, but completely wiped out and thrown into losses.

This raises a dilemma - if in a bull scenario, the investor loses substantial extrinsic value and extrinsic value is all they have to gain, what does one do? The answer to this dilemma is to Hold The Strike. What this means is that if there is a drop, do not chase the drop by selling the next put ATM at the lower price. Sell the put ITM at the previous strike and hold it there - as long as necessary - until the strike is recovered. You'll earn a little less extrinsic but avoid the "whip-saw."

So, if SPY is at $290 when you sell the first ATM strike and it falls to $$288, do not roll the put ATM at a $288 strike but hold it at $290 strike. Most importantly, keep holding that strike until SPY recovers and then go back to ATM until such time as it drops, again. It may recover in a week, a month or a few years. But just keep at it.

What this does is recover any loss of extrinsic value that occurs on a drop when the inevitable bounce occurs.

Here's a chart that shows the results of a "hold the strike" put-write strategy, employed weekly over the last four years.

Wow! Let's make sure we read this right:

1) The S&P ended up $947 to $2,915 a 50% gain

2) ATM (such as PUTW) ended with just a gain of $440 - up 22%

3) Hold the strike gained $1,568 - up almost 80%

Now I certainly realize that this must be astonishing to many readers. It's impossible to put all the numbers in plain sight or share the algorithms. So, instead, let me give you some simple resultant math.

ATM: The total amount of potential extrinsic was $2,744 or an average of $13.45 per week. There are no gains if S&P rises above the strike. However, there is some give-back on every drop and intrinsic losses on drops that exceeded the credited premium. These give-backs and losses totaled $2,304. So, the net gain was only $440 ($2,744 extrinsic gain less $2,304).

ATM-Hold the Strike:The total amount of extrinsic was $1,568 - about $7.68 per week. You will notice that this is substantially less than the $2,744 extrinsic on plain ATM. This is so, because though the full $13.45 extrinsic is earned on every ATM strike the extrinsic is reduced for every ITM "held" strike. By going ITM to "hold the strike" one sacrifices extrinsic but receives potentially more upward intrinsic on a bounce. In fact, the loss of $1,176 extrinsic as compared to selling ATM was countered with a gain of $2,304 in intrinsic as the market recovered.

That resulted in a net gain of $1,128 over ATM (and $621 over the S&P 500). That's the difference between up 22%, up 50% and up 80%.

And that's why hold the strike is so useful.

Out of the Money (the ugly)

I seem to always hear about selling deep OTM puts - so deep that they have a 90% chance of winning. It's the "easy money" play. I need to address the "90% win" mentality. As we saw from the previous weekly up-n-down chart over the last four years in a raging bull market, the win ratio would have actually come in at around 93% for DOTM put-writes. Right around where the "easy money" player was planning. Hurrah! or maybe not.

Let's see what would have happened for weekly DOTM put-writes over the last four years after accounting for 7% of the time they lose. I've illustrated 2% and 3% DOTM. For purposes of this illustration I used 10 SPY options as using just one results in such small premium, it isn't practical.

Now I won't go into detail other than to make these observations:

1) 2% DOTM shows a net loss but 3% DOTM gains $50. Remember, that $50 gain represents 10 SPY options and translates to $5,000 in actual monetary gain. However, it is not without a price - the exposure is between $200,000 and $300,000 if one uses cash-secured puts. If one uses margin, it would eat up around $75,000 in margin.

2) One could do better if they entered at different points, but the future ups and downs will likely compensate for that.

3) Trading costs are not included. Assuming just $7.95 per trade, 204 trades, and it reduces the gains by over $1,500 for a net gain for the 3% DOTM of around $3,500. Had the "easy money" player just put the $75,000 in margin in a CD, they would have returned more. Not to mention the huge differential favoring a CD by putting a cash-secured $200,000 in a CD for four years.

4) However, all the dynamics change in a positive way simply "holding the strike" on every over-run. But, it's my experience that the mentality that drives one to go DOTM is not consistent with the mentality of committing hundreds of thousands of dollars to actually holding the position. I guess there's a difference between "easy money" and "smart money."

In The Money (more good?)

In all three of the strategies so far presented, the investor is simply trying to earn extrinsic value. S&P rises earn nothing more. Now, that leads to whether one should try to gain some upward intrinsic as well. In essence, sacrificing even more extrinsic by going ITM and looking to gain from upward movement.

If someone could actually have placed the strike exactly at the most opportune level, week in and week out, they would have increased their overall gain by about another 45%. Nice to dream about, impossible to achieve.

However, this begs the question - how far ITM should one go?

Frankly, I don't know. That said, here's a chart that shows the results if one went 1% ITM and held the strike.

So, what one sees is that ATM "hold" is still the most lucrative. Next in line is going 1% ITM and "holding." Third place is outright ownership of the underlying and in last place is ATM.

Now, of course, there must be some optimum level that will improve the ITM and move it further up the chart and perhaps some level that will overtake ATM "hold." My guess is that the optimum level lies somewhere between 1/2% and 3/4%. But I haven't found the precise level.

And, of course, none of these charts account for applied intelligence and adjusting the strike up or down based upon one's market acumen. Keep in mind that this is general principles only. Even so, unless one has market foresight that is better than average, playing with and trying to improve on fundamentals can be a mistake.

But, let me stress, no matter what, whatever one does, they must "hold the strike."


What I've tried to do here is illustrate various put-write strategies. Of course, they are based upon past results in a bull market. By illustrating these different strategies, it becomes apparent that the flaw in selling puts is a failure to account for "whip-saw." But this failure can be easily overcome by "holding the strike."

Now, I won't argue that one could do better "timing the market." There are always "experts" that can brag about how they make perfect decisions and have a 6th sense about these things. However, studies have shown that for most investors, timing the market is dilutive and not accretive to returns. I'm hoping to speak to a broader audience than the "trader."

With all that said, this article leaves out another strategy for put-writes. A strategy that requires more than an "add-on" to an otherwise long enough article. Though I don't like cliff-hangers, readers will have to wait till my next article to round it out.

Disclosure: I am/we are long SPY. I wrote this article myself, and it expresses my own opinions. I am not receiving compensation for it. I have no business relationship with any company whose stock is mentioned in this article.

Additional disclosure: I buy and sell options on SPY and SPX.