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The power of rolling Iron Condors

In the bear market of early 2022, I re-discovered a strategy that I had mostly discarded during the bull market of the preceding years, the Iron Condor. The Iron Condor is primarily a neutral trade that when managed with aggressive rolls can provide good returns in choppy, down-trending markets. My goal is to maintain a position that can tolerate fairly big market moves up or down, while benefiting from time decay.

I had discarded the Iron Condor trade because I found I was always losing on the call side of the Iron Condor. Initially, I liked the idea of making money on both sides, but I found in a constant up market, I often lost more money from calls than I made from puts. So, I switched to mainly put spreads and other short put strategies, which did great. But then 2022 came along, and it was clear that the market was no longer going up, and that we were heading for a bear market. I started adding credit call spreads to my credit put spreads to balance risk and have a neutral strategy. Over time I saw that some of my set ups and management strategies were working better than others, so I investigated and came up with a process that now works well in the current bear market environment.

The basic setup of an Iron Condor

Selling Iron Condors is an extremely common option trading strategy. The strategy is a combination of two calls and two puts, four separate options working together. Usually, an out of the money put and out of the money call are sold, and then a further out of the money put and call are purchased to define the risk and reduce cost. The trade wins at expiration if the price ends up between the short strikes, and hits max loss if the price moves beyond one of the long strikes. However, I rarely if ever hold to expiration and roll my position way before expiration is a concern.

Here is an actual California Condor with a profit curve of an Iron Condor option trade drawn over it.

An Iron Condor is named after the shape of the profit curve at expiration, which kind of looks like a condor with a bit of imagination, kind of like how star constellations are named. The iron part of the name designates that it is made up of a combination of puts and calls, as opposed to a put condor, or call condor which has four legs of the same type of contract. An example of a put condor is the broken wing put condor strategy I have described in a separate post.

To build on the condor metaphor, the difference in option strikes are often referred to as the body and wings of the combination trade. The body is the difference between the short put strike and the short call strike. The wings are difference between the call strikes or between the put strikes. The wings on the puts may be equal in width to the wings on the call, or they may be different. Wings that are different widths might be call unbalanced, or broken wings, as the profit profile will no longer be equal levels each end of the price ranges of the trade.

My preferred Iron Condor setup

What I have determined works best for my management strategy is to use the S&P 500 index options (SPX), targeting a starting point 28-35 days from expiration, with option Delta values of 30 for the short strikes and around 20 for the long strikes. I like equal width for the put side and call side, so the Delta values for calls will be a bit wider than the put side, and the net Delta of the Iron Condor will be slightly negative. With implied volatility between 20 and 30%, I generally target 100 wide wings, with the body between the short put and short call of around 15o points on SPX.

Premium and Greeks for Iron Condor — Here is the setup of an actual trade from early 2022 on SPX using the criteria from this post. In this example 30% of the wing width was collected, and a little lower deltas were used.

Profit Curve — For the above example trade, the goal is to keep in the profit zone for the first several days of the trade- the positive area under the 21 DTE curve.

I use SPX because it is the least likely underlying to have outsized moves. It is also very liquid to trade, has tax advantages in taxable accounts, and has expirations multiple times per week in the timeframes I trade. Depending on account size or type, other option products for the S&P 500 may be appropriate and can be used instead with essentially the same strategy. Other indexes or even individual stocks can be used, but managing can tougher with bigger moves, less expirations, and less liquidity.

I use 28-35 days to expiration (DTE) because my position can tolerate most reasonable moves while still having decent decay. I’ve used timeframes as low as 7 DTE, but find that many one day moves can push a position out of the profit zone, and I find myself fighting a losing battle too often. Longer durations of up to up to or over 100 DTE can work, but decay is slower, and there are very few expiration choices to roll to for the way I like to manage. All that said, my plan can vary to different timeframes, with the goal that I will only hold the position for somewhere between 1/10 and 1/5 of the time left to expiration- for example, a 30 DTE would be held 3-6 days before rolling, while a 100 DTE position would be held 10-20 days.

I choose 30 delta for short strikes and 20 delta for long strikes because they are the most forgiving in a move, while still offering reasonable decay as a spread. Higher deltas allow for more premium to be collected, and price movement will often be well tolerated as the long strike of the tested side will increase and the short strike of the untested side will decrease in value, compensating for much of the increase in value of the tested short strike. The goal of my management strategy is to keep this relationship intact, so that price movement has little impact on my option position value. I think of the area where deltas of the four options balance each other out as the profit zone. Staying in the profit zone allows Theta, or time decay, to do its work and deliver profits. I have used strikes with a bit higher delta values, but if too high, the two sides will get tested more often and then require more management. In the past, I often used lower delta spreads for safety and better percentage decay. However, I have discovered that low delta positions don’t actually tolerate price movement well because the untested side of an Iron Condor quickly runs out of premium to offset any of the movement of tested side. This observation has been a game changer for my use of Iron Condors.

I use equal width wings on the Iron Condor for a couple of reasons. Equal width seems to tolerate price movement, both up and down. Equal width also leads to a net negative Delta position, decreasing the total position profit when prices go up and increasing profit when prices go down, which is good in a bear market where downturns are frequent. Negative delta actually is somewhat neutral if the value is only slightly negative- Iron condors also have negative Vega, or decrease profit when implied volatility goes up. So, typically when prices go down, implied volatility goes up, and impacts of the negative Delta and negative Vega cancel each other out.

My Iron Condors are opening somewhere around 50% of the width of the wings. For example, if I have 100 wide wings, I would expect to collect $50 premium. I initially resisted this, thinking that the probabilities would be too low. However, since the time in the trade is so short, and I plan to actively manage moves against my position, I find that the risk reward ratio becomes favorable. However, the example trade that I’ve used is a little wider body and collected only 30% of the width.

Strikes compared to EM — This chart shows previous market movement at the time of entering a trade, along with the expected move based on implied volatility and boxes to illustrate the strikes of the Iron Condor. The dates are the opening date, the expiration date, and the planned target date to close. This trade used long strikes that were at the expected move at expiration.

I have devised a graphic that may help to visualize this setup in regards to the expected move and time frame of the trade. The graph has several components- a historic rendering of what the index has done for the past several weeks, a curve showing the expected move for the next several weeks based on current implied volatility, and two boxes to represent the put and call strikes shown from the time of opening until expiration, and the target date to take action. My point with this chart is to show that while the strikes chosen are within the expected move at expiration, they are outside the expected move through the time I expect to be in the trade before I manage it. Said another way, if the position were held to expiration, it is very likely it would be breached on one side, but because the plan is to manage early, a breach is not likely- it would take an outsized move beyond the one standard deviation expected move.

Managing the trade with rolls

I manage my Iron Condor with what I think is a fairly unique rolling strategy. I roll my positions out in time and change all strikes in the direction that price has moved. If price goes up, I roll all the strikes up. If price goes down, I roll all the strikes down. I just roll whichever way the market goes. Here’s the interesting part- if I keep in the “profit zone,” I can roll up or down for a net credit with each roll, and my existing position will have a net profit. Usually, one side will be sitting with a profit and one side with a loss. The losing side is being tested- its strikes have higher deltas than when the trade started. The profitable side will have lower deltas than when the trade started. My profitable side should have a bigger profit than the loss of losing side. When I roll, I will likely have to pay a debit to get my losing tested side back to a good set of strikes at the new expiration. However, I should be able to collect a bigger credit on the profitable untested side than my tested side cost. Ideally, every roll is closing a profitable trade and collecting a net credit to open its replacement. All of this sounds great, too good to be true, but there are a number of details to unpack.

The first challenge is to stay in the profit zone. My general rule is that if I keep my untested short strike must never drop to a Delta value below 15. The reason is that when the Delta of the untested side gets below this point, it quickly stops being able to meaningfully contribute to offsetting price movement in the tested direction. For example, if the price drops, the short call will get further out of the money and drop in value, while the puts will go up in value. For a while the Deltas will mostly balance each other out, but as the Delta of the short call drops below 15, the put spread will start increasing much faster and the calls decreasing less. If this happens, it is time to act and roll all the puts and all the calls down to where there is again premium on both the put and call side. If price has gone up too much, it’s time to roll up all the puts and calls.

Actually, I try not to wait until the untested side gets to 15. I think of my position of having three possible states, green, yellow, or red. Green is when both short strike’s Deltas are above 20- everything is great and there is nothing to do. Yellow is caution, one of the short strikes are between 20 and 15, and probably will need to roll soon. Red is stop and take action, one of the short strikes is 15 or below, so it is time to roll immediately. So, my choice is clear for Green or Red, but I need to use some judgement in the Yellow state. If the day starts in the Yellow, I am more likely to let it ride for a while and watch to see if it recovers or gets worse. If the market has trended throughout the day and moved into the Yellow, I am likely to roll before the end of trading so I don’t end up deep in the Red overnight. If there is a strong trend pulling the position quickly toward Red, that may also be a good indication to act. Yellow is a judgement call.

I find that it is harder to have a profitable, credit roll when tested on a quick up movement. As mentioned earlier, equal width wings means that there will be a negative delta overall, and while volatility reduction can help, big up moves can be hard to stay on top of. That’s why this strategy works best in a bear environment, when the market is trending down.

Don’t over manage. Markets bounce around a lot, and it can be tempting to want to act on each little trend that happens. If I have the right strikes- the right body width and wing width for the market conditions, my position should be able to tolerate price movement. If I’m trading at 30 DTE, I want to wait 3-6 days between rolls, so I need to be choiceful about not rolling too often. If the market moves a huge amount in a couple of days, I may need to roll early, but then I’ll want to try to go longer before the next roll. The other thing to consider is that often the markets overshoot in one direction or the other, so I try not to move too far to chase moves that go on for days, and stay patient that the market will counter the trend.

If a position isn’t winning regularly and isn’t holding its premium in control, that’s a sign that the strikes aren’t right for the market and the duration. For a while I was trading 7 DTE Iron Condors on SPX with around 100 wide bodies and 50 wide wings. I would adjust nearly every day, but I couldn’t keep the position in the profit zone, and I often took losses. There wasn’t enough space in the body and the wings weren’t helping enough. By widening out the body and wings and adding more time, I found the position much easier to manage, and more likely to be profitable, and much less likely to take a big loss.

One way I can tell if I have a forgiving position is to compare my premium to the premium of the same position a few strikes higher or lower. For example, with Schwab StreetSmart Edge, I can pick Iron Condor as a strategy, pick an expiration date, pick a body width and a wing width. The application will then give me a list of strike combinations and premiums for those parameters. If all the choices around my preferred strikes have similar premium, then I know that price movement will have minimal impact on my chosen position. If there is a rapid change in premium for other strikes above or below my choice, it means my Iron Condor parameters are not very forgiving, and I should adjust time or widths or both. Other brokers will have similar ways to compare prices by shifting up or down all the strikes.

I have updated the earlier graphic to illustrate how a change in price over time will dictate the choice of a new position to roll to. The new price now dictates a new expected move, and new ideal strikes and expirations. Hopefully, this chart will help those that are fond of graphical illustrations.

roll down and out — After 7 days of mostly down moves, I decided to roll down my positions and roll out to a later expiration. In this image, the old position and expected move are there along with an updated expected move and new strikes.

Eight legs in the Roll

Since an Iron Condor has four legs, rolling involves closing four legs and opening four new ones. I don’t think any broker or exchange allows a eight-legged trade, so at a minimum this will take two trades to complete the roll. My preference is to roll the puts as a trade, and roll the calls as a trade. I usually start with the side that is being tested and might need a debit to roll to a new expiration and strikes. Then I do the other side, usually moving the same amount and keeping the same width, expecting to collect more to roll the untested side than I pay to roll the tested side.

At times, I may have a situation where I don’t have enough buying power to roll one side while the other side remains in place. If that happens, I’m probably using more of my buying power than I should, or the position is just too big for my account. It isn’t that big of a deal to manage the situation, however, I just close the untested side out and roll the tested side, then open a new position on the untested side. Worst case scenario, I can close the whole Iron Condor at once- freeing up its buying power, and then open a new one with the same buying power. As long as the wing widths are the same and the new Iron Condor collects more to open than the old Iron Condor cost to close, there should be a net gain in buying power. But again, any time buying power restricts a trade, it is probably time to pare down some positions in the account.

How Iron Condors tolerate price movement

Probably the best way to explain how an Iron Condor tolerates price movement is with an example. Earlier in this post I showed an opening trade from April 1, 2022. Let’s look at it again and look at how it fared after 7 days.

Notice that the premium collected is approximately $15 each on the put side and the call side.

Closing position — After a week, price has dropped to 4500, but the premium has dropped for a profit.

The premium on the put side has gone up to around 16.50, while the call side has dropped to just under $6.

So, after 7 days, the trade made about $800 on $10,000 risk, an 8% return. But, that’s just the start- the plan is to roll, and so the closing trade above was combined with the following opening trade:

new roll position — On April 7, this trade was opened while closing the old position for a net credit and strikes that are back at the edge of the expiration expected move.

The combination of closing the old trade and opening the new trade is a net credit of just under $14 premium. This is the result we are looking for- a profit on the trade being closed, and a credit to move out in time and get to better strikes for the latest situation.

And just to finish the example trade, let’s look out another week and see what happened to the market and the trade that was rolled to.

roll result — After rolling down, the market kept going down, but stayed within the new strikes with plenty of space to spare.

By April 13, the market had dropped even further, approaching where the puts from the original position had been. However, the roll down gave the new position plenty of space and the trade was sitting at a profit, and ready to roll again.

Closing the rolled position — After 6 days, the rolled position had decayed even after a market move. Again, puts lost money, but the calls made the position profitable.

This trade made $1430 in 6 days, a 14% return on capital. Since the market went down, the put side of this trade lost money, although not that much since the price didn’t end up that close to the put strikes since our new strikes were lower than the old ones. Time decay helped counter the price movement against the puts. The money was made on the call side through both price movement and time decay. In the end time decay, represented by Theta, eats away premium as long as price doesn’t get too close to the strikes.

These are examples of trades I did during the Spring of 2022 in the face of a bear market. Not every trade faired this well. Some market moves were too fast and too far for me to be able to roll before the position went too far to one side. But more often than not, this rolling methodology has kept me from having positions blown out, and keeps day to day portfolio value from varying out of control.

You may notice that the example trades shown here don’t exactly follow all the mechanics I’ve described. Since those trades I’ve become a little more likely to intervene early, although it’s a balance with avoiding over-adjusting.

Finally, I don’t always get my rolled positions re-centered, like I did in the example I presented here. Often, I’m happy to just move in the direction of the market and make sure my new strikes are a bit out of the money on the tested side. In this crazy bouncy market, we get lots of reversals, so I let my positions stay a little off when the market has moved a long way and technical indicators suggest the last several days move may be about finished. However, these choices come down to individual trader preference and market outlook. No one knows what is happening tomorrow or next week, so we each have to decide what trade is best based on the information available. For a real life example of this type of decision making in action, see my post on the Goals of Rolling an Iron Condor.

Good luck trading and rolling Iron Condors!

How I survived the COVID market crash

I’ve used my go to option strategies of credit put spreads, complementary back ratio call spreads, and using call spreads to cover calls to take advantage of the reversal from the mid-March lows

What a difference four weeks can make. From the end of February until March 23, my account dropped over 45% in value, worse than the stock market. However, since March 23 the account has gained back all of the loss and then some, a much better performance than the overall market. At the end of the day Friday, my account was up around 9% for the year, and up 4% from the high value at the end of February. All this from an account of mostly short option spreads, specifically credit put spreads. What happened, and what can be learned?

I’ve used my go to option strategies of credit put spreads, complementary back ratio call spreads, and using call spreads to cover calls to take advantage of the reversal from the mid-March lows. It’s been a fight every day, and a different approach than normal, but the positions are working.

Lots of mistakes on the way down

I made a number of strategic errors along the way that accelerated my losses. For months preceding the COVID crash, I maintained a negative Delta position in my portfolio as the market moved up to new highs seemingly every day. I watched my short calls go deeper and deeper into the money, while I sold puts just below or at the strikes of my short calls for lower and lower Delta values. I took some losses and reset my positions with more neutral to positive Deltas to go with the run up as the new year started. As the news of the coronavirus started hitting the news from China in late January, I scrambled and went negative Delta on a down day, which backfired when the market proved resilient after a one week drop. I discussed this error in a previous post. The market went on to hit new highs in mid-February and I held my own, moving to a positive Delta as it appeared that the coronavirus would not be that big of a deal. I even let a large group of underwater short call spreads be assigned for a big loss after many earlier rolls had kept hopes alive for getting my money back if the market went down.

The following Monday, the market started making big drops down. Initially, this worked out okay. I still had a number of short call spreads deep in the money that benefitted from the initial drop. But at strikes just below these call spreads were short put spreads that started growing big negative values. I had sold these to collect premium to offset the rolls I did to the call spreads, thinking that they would never approach being in the money.

In the early weeks of March I was worried that a whipsaw up would drive my call spreads back negative, so I bought the call spreads back when they reached 25% of the width of the spread, a nice improvement from values of over 90% of the width of the spread, but a loss compared to selling them originally for 15-20% of the width of the spread. Meanwhile, I let the put spreads keep going deeper into the money. I even sold some additional put spreads at what seemed like high volatility and low Deltas, only to see them get swamped a few days later when the market dropped 5-10% multiple days in a row. By this time, whatever the market lost, I lost double. One day the market went down 10% and I lost 20% of my account- in one day! Those were hard days to keep a positive attitude.

The data that kept me going

I never really considered cashing out to stop the losses. If anything, I knew that getting out would simply lock in the losses I had in my account. The losses were paper losses- once the position is closed, the loss or gain is real. That doesn’t mean that there is any guarantee that a paper loss will reverse- in fact, the raw option probabilities at the time suggested otherwise. But other data gave hope for better days.

Volatility is mean reverting. When volatility is at historic highs, it is likely to come down sooner than later. At its peak, the VIX was just over 80, implying an 80% move in the S&P 500 in the following year, based on option prices. Normal VIX values are around 18. It will take time to get back to normal values, but values in the 50s, 60s, and 70s are unsustainable. The way the VIX comes down is for the market to go up. The only question was when it would turn around.

The VIX almost always overstates what future moves will be. And volatility skew drives put premiums to high prices in all market environments, but especially in times of high volatility. The only time that owning puts makes money is while the market is dropping quickly, and that is the only time that being short in puts loses. My position lost money due to both changes in underlying prices that moved my put strikes into the money, but also due to increased volatility that made the premium go up. Knowing that these premiums were unsustainable, I felt comfortable that I would get my put premium back if I could hold on long enough.

The options I sell are typically 5 to 8 weeks out from expiration. That gives me time to wait for a reversal, time to adjust positions without panic. Normally, I close positions 2-3 weeks prior to expiration, but conditions will sometimes drive me to either act earlier, or go closer to expiration. The key is that having time gives me choices. Normally, I look at time decay as my primary consideration for how I manage my positions. During this crash and partial recovery, price movement was my main concern. In Greek terms, Delta (price movement) was the primary concern, while Theta (time decay) and even Vega (volatility changes) took minor roles.

All of these factors have been drilled into my head from watching and studying the research of the great folks at TastyTrade.com. They have presented numerous studies that show how market downturns are opportunities for those who can take advantage. Of course, you have to have capital to really take advantage, and I was pretty tapped out by the time we hit bottom.

I have my own approach, and I also build a variety of models and studies to help guide my strategies. I’ve never been comfortable with undefined risk strategies, the use of naked options. This recent period has re-inforced that point of view. My research has focused on how to use spreads to define risk, but also provide a profitable rate of return. Spreads behave differently than naked options, and require different strategies. Ideally, I get the majority of my profit from far out of the money credit put spreads. On the other hand, I mostly sell calls as part of a back ratio spread, because I’ve found credit call spreads to be problematic due to long periods of market up movement.

My recent winning approach

As we approached the bottom on March 23rd, I closed the remaining credit call spreads in my portfolio. My sense was that we were getting to a point where upside risk was greater than downside risk, and I didn’t want to lose on the way back up.

1. Rolling the credit put spreads

With the market down 20-30%, I had many credit put spreads that were deep in the money with strike prices as much as 20% above the underlying price at the time. I figured that if I could move the spreads even half way closer to the current trading price, I’d have much better odds of getting some or all of my money back. On the worst down days, I rolled my put spreads down, either widening the spread, or paying to be closer. This meant rolling short puts with Deltas of 90 or more and moving them to around 70 Delta. Many of these moves paid off big within a week of the move when we had a 10% move up of the market in a day. I used up days to roll out put spreads that were at the money or slightly out to later expirations, collecting premium and giving myself more time. I wrote a separate post on this strategy a few weeks ago.

2. Adding delta neutral back ratio call spreads

I generally take both sides of the option spectrum in my trades. I sell puts and calls on the same underlying at the same expiration. I use the same amount at risk capital on each side. As I got rid of my call spreads and rolled my credit put spreads down, I wanted to double-dip with calls, but without the risk of getting beat up with a whipsaw move up. If I sold credit call spreads, I feared that big up moves would drive these new call spreads into big losses. I didn’t want to lose on both the way down and on the way back up. So, I used back ratio spreads instead. The way I set these up is I find call strikes that have the same width as my put spread, and have Delta values where higher strike is half the Delta of the lower strike. I sell the higher Delta call and buy TWO of the lower Delta calls. The call position is Delta neutral and takes on no additional capital risk, because I use the same width as the put spread I already have. For example, I may sell a 30 Delta call and buy two 15 Delta calls. If my puts are out of the money, I may even sell calls in the money, for example sell a 60 Delta call and buy two 30 Delta calls. I collect a premium, which I keep if the strikes end up out of the money. If the underlying goes up, I make money from owning twice as many calls as I sold. For more details, read a further explanation on my web page on back ratio spreads.

I do have some long stock positions where I have sold covered calls in the past. Most of those calls have gone deep in the money a long time ago, and I rolled them periodically to collect a small premium. The recent COVID crash gave me an opportunity to finally get out of these positions and reset for a turnaround. Even out of the money, these positions still had a lot of time value due to volatility being at high levels. As I looked at each position, I generally did one of two non-traditional things- I sold a credit call spread, or even a back ratio spread in a later expiration. What this means is that while I still sold a call on my position, I used some of the proceeds to buy higher strike calls. By doing this, I have choices if prices go up substantially, but I’ll still keep premium if prices go down or stay flat. The back ratio spreads have the potential to create additional profit, with two long calls outgaining one short call, on top of the return from the underlying shares that are being covered. There are some minor downsides to this, but in a period where price movement is the key consideration, back ratio spreads are a great use of calls, even when covering long shares of stock.

How it worked out

From late March through the middle of April, the market has gone back and forth, up and down, with more up days than down. The market is up substantially from its low on March 23, but still well below the highs reached in late February. My positions have taken advantage of these moves.

My put spreads get more and more healthy as the market moves up. Almost all of them are now out of the money, although I still have a few under water. I’m rolling them out as they approach 21 days to expiration, and only for a credit. I actually rolled up a put spread that had gotten too far out of the money- the short strike had a Delta in the single digits, so I reset the spread to a 19/13 Delta because expiration was still 35 days away. I now use down days to open put spreads with slightly higher volatility. It feels more like normal times.

The call back ratio spreads have generally worked out great. They benefit from big price swings, but are vulnerable to decreases in volatility. They work best with long expirations- 4 to 10 weeks, so I’m pushing my expirations out to accommodate them. I also adjust them frequently, rolling up when the market goes up and rolling down when the market goes down. I collect premium both ways, moving to Delta neutral each time. In a declining volatility environment and an up and down market nearly every day, collecting additional premium keeps me ahead of Theta and Vega decay.

I do have a few regular credit call spreads where the width of my put spreads were too small for a corresponding back ratio call spread. These are my new problem positions because the big up moves have put some of them in the money. I’m determined to fight these, and one by one, I’m converting them into back ratio spreads or closing them before they get out of control. I’m also only opening new put spreads that have a width that a optimal back ratio call spread can match.

Of the upswing back, I’d say that 50% of the gains have come from put spreads getting out of the money, 25% from my long stock/ETF shares, and 25% from call strategies.

Looking ahead

Now that my portfolio is getting closer to my normal strategies, I’m starting to pay attention to Theta values and work toward a more neutral Delta position. I’m still negative Theta because of how many long calls are in my back ratio call spreads, but I’m working these down by going to strikes further out of the money where Theta is more in decline. The underwater put spreads also have negative Theta, which should reverse when they get out of the money. I’m still long Delta, but my call positions are slightly negative. As my puts get more out of the money, Delta will go down. I’m also working to free up capital, so I can have funds to jump in if volatility spikes back up.

Conclusion

While I’m not happy with how I got into this mess, I’m feeling quite fortunate to have beaten the market back to positive for the year. The challenge is to keep up the positive momentum.