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SPY 21-Day Rule research

Public recipe: cash-secured wheel sized to equity, 35 DTE / 2% OTM puts and calls, manage at 21 DTE. Simulated window 2024-10-25 to 2026-10-23.

Two paired wheel simulations on SPY, one managed at 21 DTE. On this simulation the 21-Day Rule finished +0.2 pp ahead of holding to expiry.

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Arm-by-arm comparison

MetricStandard (hold to expiry)21-Day RuleDelta
Total return15.1%15.2%+0.2 pp
Annualized return7.3%7.4%+0.1 pp
Buy-and-hold return31.2%31.2%0.0 pp
Max drawdown (from peak equity)14.7%16.9%+2.2 pp
Assignment rate12.5%8.3%-4.2 pp
Call-away rate66.7%25.0%-41.7 pp
Average cycle return0.9%0.4%—
Sample cycles1636—
History days728728—
Entry fills1948—
Entry fills priced from real option bars53%50%—
21-DTE buy-backs priced from real option bars—52%—

How SPY compares

Across the 37 published tickers, the 21-Day Rule finished ahead of holding to expiry on 16 and behind on 21. The SPY total-return delta of +0.2 pp ranks 15th of 37 (1st is where managing early helped most); the median delta is -0.4 pp.

Without the rule, the standard arm returned 15.1% against 31.2% for buy-and-hold, so the plain wheel trailed holding the shares by 16.2 percentage points in this simulation.

Among its index and broad sector ETF peers DIA, IWM and QQQ, the rule finished ahead of holding to expiry on 0 of 3; SPY itself came in at +0.2 pp.

The separate 10 DTE / 2% OTM wheel snapshot for SPY shows a put assignment rate of 10.5% and wheel P&L of $10,974 against $18,093 for buy-and-hold. That is a different recipe from the 35 DTE study on this page, so the two results are not additive.

MetricSPYFamily medianRank (highest first unless noted)
Rule total-return delta+0.2 pp-0.4 pp15th of 37
Rule drawdown delta+2.2 pp-1.7 pp35th of 37 (lowest first)
21-Day total return15.2%16.8%22nd of 37
21-Day annualized return7.4%8.1%22nd of 37
Standard total return15.1%19.6%23rd of 37
21-Day max drawdown16.9%19.0%14th of 37 (lowest first)
21-Day call-away rate25.0%42.1%32nd of 37
Standard annualized return7.3%9.4%23rd of 37
Buy-and-hold return31.2%42.2%23rd of 37
Standard max drawdown14.7%20.2%7th of 37 (lowest first)
Standard assignment rate12.5%33.3%37th of 37
21-Day assignment rate8.3%31.0%36th of 37
21-Day sample cycles36283rd of 37
21-Day average cycle return0.4%0.6%24th of 37
TickerStandard return21-Day returnRule deltaBuy-and-holdStandard drawdown21-Day drawdownStandard assignment21-Day assignment
SPY15.1%15.2%+0.2 pp31.2%14.7%16.9%12.5%8.3%
DIA21.2%13.7%-7.5 pp23.8%14.8%13.0%30.8%10.3%
IWM21.4%9.2%-12.3 pp26.0%20.0%19.4%27.3%20.0%
QQQ19.6%17.4%-2.2 pp42.2%17.2%17.5%23.1%11.1%

SPY wheel snapshot — the other published study on this ticker.

SPY buy-and-hold path

Month-end P&L of holding 100 SPY shares over the same window as this study, taken from the stored series of the 10 DTE wheel snapshot. The best month for holders was 2026-04 ($6,832) and the worst was 2026-03 (−$3,565).

MonthBuy-and-hold P&LChange in monthRunning highBelow its peakWorst fall so far
2024-10−$1,040—$273$1,313$1,313
2024-11$2,351$3,391$2,351$0$1,313
2024-12$704−$1,647$2,877$2,173$2,173
2025-01$2,278$1,574$3,071$793$2,732
2025-02$1,514−$764$3,389$1,875$2,788
2025-03−$1,965−$3,479$3,389$5,354$6,151
2025-04−$2,450−$485$3,389$5,839$11,645
2025-05$1,035$3,485$3,389$2,354$11,645
2025-06$3,881$2,846$3,881$0$11,645
2025-07$5,304$1,423$5,806$502$11,645
2025-08$6,601$1,297$6,988$387$11,645
2025-09$8,714$2,113$8,780$66$11,645
2025-10$10,302$1,588$10,835$533$11,645
2025-11$10,435$133$10,835$400$11,645
2025-12$10,288−$147$11,134$846$11,645
2026-01$11,293$1,005$11,645$352$11,645
2026-02$10,695−$598$11,645$950$11,645
2026-03$7,130−$3,565$11,645$4,515$11,645
2026-04$13,962$6,832$13,962$0$11,645
2026-05$17,744$3,782$17,744$0$11,645
2026-06$16,773−$971$18,053$1,280$11,645
2026-07$16,799$26$18,053$1,254$11,645
2026-08$18,801$2,002$19,884$1,083$11,645
2026-09$18,359−$442$19,884$1,525$11,645
2026-10$18,093−$266$20,005$1,912$11,645
Problem

A single ticker result is context, not a verdict

One ticker and one window prove nothing general; the rule arm sometimes cannot exit at 21 DTE

Solution

What this paired simulation produced

Window and freshness

Period 2024-10-25 to 2026-10-23, refreshed 2026-10-25.

Limitations

Premiums may include model fills (BSM/IV) when market quotes were missing.
  • Simulated results of one fixed recipe over one historical window; not collected income and not a prediction.
  • The rule arm could not exit at 21 DTE on 0 short options and held those to expiry.
  • Modelled pricing: real option bars priced 53% (standard) and 50% (21-Day) of entry fills and 52% of 21 DTE buy-backs; the rest used implied or realized volatility where market quotes were missing.

Frequently Asked Questions

Everything you need to know about getting started

Did the 21-Day Rule help on SPY?

On this simulation the 21-Day Rule finished +0.2 pp ahead of holding to expiry.

What recipe was simulated?

Same wheel, but the 21-Day arm buys each short option back at 21 DTE; an in-the-money put then takes the shares at that day's close and an in-the-money call delivers them.

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