SPY Wheel 45 DTE Cash-Secured Options Backtest

In this post we’ll take a look at the backtest results of running a SPY wheel 45 DTE cash-secured strategy each trading day from Jan 3 2007 through Sep 9 2020 and see if there are any discernible trends. We’ll also explore the profitable strategies to see if any outperform buy-and-hold SPY.
There are 10 backtests in this study evaluating over 13,000 SPY wheel 45 DTE cash-secured trades.
Let’s dive in!
Contents
Summary
Systematically running the SPY wheel 45 DTE cash-secured strategy was profitable across all strategies except 30-delta early management and 50-delta early management.
The 30-delta @ hold-till-expiration strategy had the greatest risk-adjusted return among the option strategies.
None of the wheel strategies outperformed buy-and-hold SPY with regard to risk-adjusted return.
None of the wheel strategies outperformed buy-and-hold SPY with regard to total return.
Methodology
Strategy Details
- Symbol: SPY
- Strategy: Wheel
- Days Till Expiration: 45 +/- 17, closest to 45
- Start Date: 2007-01-03
- End Date: 2020-09-09
- Positions opened per day: 1
- Entry Days: wheel
- Entry Signal: N/A
- Timing 3:46pm ET
- Strike Selection
- 5 delta +/- 4.5 delta, closest to 5
- 10 delta +/- 5 delta, closest to 10
- 16 delta +/- 6 delta, closest to 16
- 30 delta +/- 8 delta, closest to 30
- 50 delta +/- 8 delta, closest to 50
- Trade Entry
- 5D short put or call
- 10D short put or call
- 16D short put or call
- 30D short put or call
- 50D short put or call
- Trade Exit
- 50% max profit or expiration, whichever occurs first
- Hold till expiration
- Max Margin Utilization Target (short option strats only): 20% | 1x leverage
- Max Drawdown Target: 99% | account value shall not go negative
Assumptions
- Margin requirement for short CALL and PUT positions is 20% of notional
- Margin requirement for short STRADDLE and STRANGLE positions is 20% of the larger strike
- Margin requirement for short VERTICAL SPREAD positions is the difference between the strikes
- Margin requirement for short CALENDAR SPREAD positions, where the short option expires after the long option, is 20% of the short option
- Margin requirement for long CALENDAR SPREAD positions, where the short option expires before the long option, is the net cost of the spread
- Margin requirement for short IRON CONDOR positions is the difference between the call-side strikes if both sides are the same width, otherwise margin requirement is the width of the wider side
- Early assignment never occurs
- There is ample liquidity at all times
- Margin calls never occur (starting capital is set using hindsight bias so that max margin utilization never exceeds 100%)
- Apply a 20% discount to displayed results. For example, if a strat depicts a CAGR of 10%, assume that it’ll yield 8% in practice.
Mechanics
- Prices are in USD
- Prices are nominal (not adjusted for inflation)
- All statistics are pre-tax, where applicable
- Margin collateral is invested in 3mo US treasuries and earns interest daily
- Option positions are opened at 3:46pm ET
- Option positions are closed at 3:46pm ET (4:00pm if closed on the date of expiration)
- Commission to open, close early, or expire ITM is 1.00 USD per non-index underlying (eg: SPY, IWM, AAPL, etc.) contract
- Commission to open, close early, or expire ITM is 1.32 USD per index underlying (eg: SPX, RUT, etc.) contract
- Commission to expire worthless is 0.00 USD per contract (non-index and index)
- Commission to open or close non-option positions, if applicable, is 0.00 USD
- Slippage is calculated according to the slippage table
- Starting capital for short option backtests is adjusted in $1000 increments such that max margin utilization is between 80-100%, closest to 100%, of max margin utilization target
- Starting capital for long option backtests is adjusted in $1000 increments such that max drawdown is between 80-100%, closest to 100%, of max drawdown target
- Positions that have an exit date beyond the backtest end date are excluded
- For comprehensive details, visit the methodology page
Results
Overall



All wheel strategies except 30D early management and 50D early management were profitable.
Starting Capital


Starting capital was held constant across all strategies and is equal to 100 shares of the underlying at the closing price on the backtest start date.
Premium Capture


Early management had mixed rates of premium capture vs holding till expiration.
Premium capture rates were mixed across delta targets.
Monthly Returns

Early management underperformed holding till expiration with regard to average monthly P/L. 10-delta was an exception.
Average monthly P/L performance was mixed across delta targets.
Also displayed is the best and worst monthly returns for each strategy.
Max Drawdown
Early management had mixed max drawdown performance vs holding till expiration.
Max drawdown performance was mixed across delta targets.
Average Trade Duration
Managing trades at 50% max profit or 21 DTE yielded trade durations less than half the duration of hold-till-expiration.
Compound Annual Growth Rate
Early management underperformed holding till expiration with regard to compound annual growth rates. 10-delta was an exception.
Compound annual growth rate performance was mixed across delta targets.
Annual Volatility
Early management underperformed holding till expiration with regard to annual volatility. 16-delta was an exception.
The higher the delta the higher the annual volatility. 30-delta was an exception for hold-till-expiration and 10-delta was an exception for early management.
Sharpe Ratio
Early management underperformed holding till expiration with regard to sharpe ratio. 10-delta was an exception.
Sharpe ratios were mixed across delta targets.
The 30-delta @ hold-till-expiration strategy had the greatest risk-adjusted return among the option strategies.
Profit Spent on Commission
4.96% – the average percent of profits spent on commission across profitable option strategies.
Total P/L
Early management underperformed holding till expiration with regard to total P/L. 10-delta was an exception.
Total profit and loss performance was mixed across delta targets.
Discussion
The “Wheel” is a three-part option strategy that involves:
- Selling cash-secured puts on an underlying.
- If/when one gets put shares, hold the long shares and sell covered calls against them.
- If/when one’s shares get called away, return to selling cash-secured puts.
Often dubbed as the “triple income” strategy, the idea is that a trader receives income from the short put premium, experiences capital appreciation and/or receipt of dividends on the long underlying, and receives income from the short call premium.
Despite the promise of three revenue streams and the promise of lower volatility associated with options strategies, not a single strategy outperformed the “single income” strategy of buy/hold on either a total or risk-adjusted return perspective. In fact, one strategy even went negative! Let’s take a look under the hood to see what’s happening.
5-delta Hold Till Expiration Details
This strategy yielded the greatest total return.
Curves
A quick glance reveals the wheel (orange) spent several years in the covered call phase around the time of the GFC in 2008. In 2013 there was an upward move that exceeded IV and shifted the strategy to a cash-secured put (CSP) “cycle.” The sharp downward move in Feb/Mar of 2020 caused the CSP to cross into negative P/L territory and have shares put to the trader.
Win Rate
The short positions experienced a win rate in line with expectations.
The long underlying experienced 1252 trading days of market exposure.
Profit and Loss
The short puts were a drag on the strategy, courtesy of the Feb/Mar 2020 crash, that wiped out all the prior years of CSP profits and sent the strategy into negative P/L territory.
Performance
Short calls had the greatest risk-adjusted returns but produced the least total return.
Risk Characteristics
The wheel strategy yielded the shortest max drawdown duration.
When the CSP cycle experienced the large loss in Feb/Mar 2020 it shifted to long underlying and enjoyed a swift ride up. Meanwhile, with VIX at record levels, the 5D covered call never expired ITM.
50-delta Early Management Details
This strategy yielded not only a negative return, it actually went below zero.
Curves
A quick glance reveals that despite the bull market the short put and short call option strategies both lost money.
An anecdotal observation is that the transition between wheel cycles – CSP to covered call and back – were some of the worst times to transition between strategies. When a CSP expired ITM it was generally followed by an upward move that caused a loss on the covered call. When the covered call expired ITM is was generally followed by a decrease in IV which lowered the premium received on the subsequent CSP.
Win Rate
The 50-delta short puts experienced a greater win rate than expected for a 50-delta position.
The long underlying experienced 1031 trading days of market exposure and experienced a higher win rate than the 50-delta short calls.
Profit and Loss
Both the short put and short call had negative P/L. Only the long equity exposure had a positive P/L.
The short call single-handedly dragged the account to $0 and below.
Performance
The Average Monthly P/L stat is a bit misleading due some outsized numbers skewing the results as P/L bounced between positive and negative. I may change this stat to Median Monthly P/L in future studies or simply include both. Example: going from a $5 account value to a $270 value will depict a return in the 5000-6000% range and thus generate unintuitive or potentially-misleading values.
Risk Characteristics
Here we see one of the outsized monthly returns mentioned in the performance section above.
The long equity position had the shallowest max drawdown.
Timing Luck
Timing luck has a material influence over the wheel strategy. Consider the following hypothetical cash-secured put trade:
Suppose a trader “A” started the wheel strategy at some arbitrary date after June 2010 (this is when SPY weeklies were introduced); their trade is represented by the red line. A week later trader “B” started the wheel strategy, represented by the yellow line, and opens a similar 45 DTE position with an expiration date 1 week later than trader “A” . Trader “C” started the wheel strategy a week after trader “B” and is represented by the green line.
Trader A and B will have shares of SPY put to them come expiration and their implementation of the wheel will transition to covered calls. Meanwhile, trader C will have a profitable CSP and their implementation of the wheel will remain in the CSP cycle. These nuances, summed over the span of a multi-year implementation, will yield different strategy results despite the strategy being mechanically identical.
Additional Resources
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Consultations
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Madison Ruppert
January 23, 2021 @ 4:17 pm
I would love to see this study repeated with a shorter duration (7DTE, for example) given your other study on 50D 7DTE short puts outperforming the S&P on a risk-adjusted and total return basis. I’m wondering if that strategy was turned into a wheel strategy if it would also underperform as seen in the above study.
Thank you for your hard work!
spintwig.com
January 23, 2021 @ 4:39 pm
I can add that to the list – thanks for the suggestion!
Wall Street Will Hate You for Knowing This - Crazy Finances
January 29, 2021 @ 9:50 pm
[…] perseverance. Additionally, I don’t recommend doing this strategy on a broad index as simply buying and holding SPY would actually outperform the wheel strategy. Instead, pick a stock that you believe has long-term growth aspects and perform the strategy on […]
Tim
February 3, 2021 @ 10:14 am
Hey, came across your posts on /r/thetagang as well as ERN. Love the backtests.
I was wondering, how would wheeling SPY compare to wheeling a subset basket of S&P components – my curiosity is with the highest vol components.
Component vol individually would be higher than SPY, would it be possible to structure the basket such that it has roughly the same diversified exposure of SPY whilst maintaining the benefit of higher premiums through the individual components higher vol?
spintwig.com
February 3, 2021 @ 7:35 pm
Hi Tim!
It depends how that subset basket is comprised. The more diversified the basket, the closer it’ll perform with SPY (minus the increased friction costs – contract fees, slippage – from trading a smaller amount of capital on a greater count of underlying).
If we turn the dial toward a concentration of only high-IV underlying, I anticipate uncompensated risk with lower risk-adjusted returns; the frequency and severity of realized losses exceeding the increased premium.
Vivek
May 22, 2021 @ 3:28 pm
How do you normalize the strategy to the benchmark (SPY)? With options strategies having so many frequent cash flows, how do you account for them while calculating the CAGR?
Also, for calculating the Sharpe Ratio, what do you use for the rate of return?
Basically, what I find difficult to understand is what is best way to compare buy and hold with a strategy where you keep buying and selling in indefinite intervals. Maybe something like the IRR should be used to get a more accurate picture of returns adjusting for cash flows.
spintwig.com
May 23, 2021 @ 8:35 pm
One portfolio consists of buy/hold SPY and another consists of the aggregate options strategy. Each portfolio is evaluated using key performance indicators such as CAGR, Sharpe, etc. and the results are displayed.
CAGR uses the industry standard methodology of comparing the ending and starting values and applying the respective date math.
Sharpe ratio uses the US 3mo treasury as the risk-free rate. I have added this clarification to the methodology page at https://spintwig.com/methodology/ 🙂
Transaction count and individual position duration have no bearing on the comparison mechanics since performance is measured at the portfolio level, not the individual trade level. In other words, while possible, it’s not necessary to calculate the CAGR of each individual call or put trade since aggregate performance will be captured at the portfolio level at the conclusion of the backtest.
Vivek
May 23, 2021 @ 8:58 pm
Thanks for the insight. The issue with this CAGR calculation is it does not consider the additional cash flow into the account. As SPY grew, the puts were sold at a higher and higher strike and more cash would have been inevitably pumped in to secure those puts.
Maybe a better way would be to calculate time weighted or money weighted returns and calculate a CAGR using that?
Here is an article that explains accounting for cash flow to calculate time weighted returns (TWR) and uses the TWR to calculate CAGR.
https://www.fool.com/about/how-to-calculate-investment-returns/
spintwig.com
May 23, 2021 @ 10:13 pm
Ah, I see what you’re saying. That’s a very good point.
The typical backtest I run uses hindsight bias in order to identify the minimum starting capital necessary for the backtest will run to completion whilst remaining compliant with max leverage targets / Reg-T and, of course, not turning negative. Simple enough.
This backtest is a little different. Due to the nature of the strategy, I started with capital equal to 100 shares of underlying. If strategies begin to underperform SPY, indeed, more capital would need to be added to maintain the cash-secured nature.
From a methodology standpoint I could either 1) track nightly cashflows needed to preserve the cash-secured nature of the strategy or 2) disregard requisite cashflows and let the backtest become necessarily theoretical as NetLiq eventually drifted below zero.
I chose the latter. Thus, no cash flows and the CAGR methodology in use is appropriate. The results depicted are consistent with the other site-wide methodology assumptions such as margin calls never occurring and margin requirements always being satisfied. In practice the broker of course wouldn’t allow the account to continue trading with a negative balance, ignore Reg-T along the way, etc.
I’ll look into updating future studies with cash-flow adjustments as this would be a better reflection of real-life mechanics. Nevertheless, the depicted total return and related performance is virtually identical, sans the frictions associated with contributions and distributions and interest earned on margin collateral, vs a methodology that includes nightly-cash-flow adjustments.
Bob
June 13, 2021 @ 2:16 am
What’s up with the purple 5D line which flatlines for years?
spintwig.com
June 14, 2021 @ 4:34 pm
The strategy was in a short put “cycle” for several years. The chart at https://spintwig.com/spy-wheel-45-dte-cash-secured-options-backtest/#Curves shows what was happening under the hood and provides some color commentary.
Bob
June 14, 2021 @ 11:18 pm
I missed that in the article. I also see now that the line isn’t actually flat but in a slight upward trend. Makes sense now.
Thanks!