The Mechanical Rules

Sixteen rules. Follow them and the strategy almost doesn't matter; break them and the strategy can't save you. Every rule below is a guardrail against the same enemy: your own discretion.

  1. Sell only when IV Rank is high

    IV Rank above 50 is the green light for selling premium; 80+ is extreme and pays the richest. When IV Rank is low, you're selling cheap insurance — reduce size, sell further out in time, or step aside.

  2. Enter short premium at ~45 DTE

    45 days to expiration is the standard entry. Nuance for precision: consider 60 DTE when IV Rank is below 30 and 30 DTE when IV Rank is above 30 — higher IV lets you enter closer and still get paid.

  3. Sell the 16 delta — one standard deviation

    Strikes around 16 delta carry roughly a 16% chance of finishing in the money — the market's one-standard-deviation boundary. This is where probability and premium balance best for systematic sellers.

  4. Manage winners at 50% of max profit

    Buy the position back for half the credit you received. Exceptions: ratio spreads at 30%, butterflies and diagonals at 25%. Taking profit early is what converts a good win rate into a great one.

  5. Close at 21 DTE — win, lose, or flat

    Never hold short premium inside 21 days to expiration. Gamma risk accelerates near expiry; the last few dollars of premium aren't worth the tail risk. Close it or roll it out.

  6. Trade small

    Undefined-risk trades: 3–7% of net liquidation value each. Defined-risk trades: 1–3% each. Position sizing is the single biggest determinant of survival — more on that in Mistakes Futures.

  7. Cap concentration at 15%

    No more than 15% of net liq in any single underlying. One ticker going wrong should be an annoyance, never an event.

  8. Scale total heat with the VIX

    Maximum buying-power allocation rises with fear — but it's a ceiling, not a target:

    VIX levelMax buying-power used
    10 – 1525%
    15 – 2030%
    20 – 3035%
    30 – 4040%
    40+50%
  9. Keep the 75/25 mix

    Allocate roughly 75% of options buying power to undefined-risk strategies (strangles, naked puts) and 25% to defined-risk (condors, spreads). The undefined side earns more; the defined side keeps the book balanced.

  10. Stay out of earnings

    Do not hold short premium through earnings or other binary events. The tail is asymmetric — most earnings moves land inside the expected move, but the ones that don't can erase months of premium.

  11. Trade only liquid underlyings

    Tight bid/ask spreads are non-negotiable. Wide spreads are a hidden tax on every entry, exit, and roll — they quietly destroy the edge that the whole system is built on.

  12. Don't manage defined-risk losers

    The wings are the management. Let defined-risk losers ride to the 21-DTE exit. For undefined-risk losers, roll — the untested side closer, or the whole position out in time. Use time-based exits, not P/L stops.

  13. Stay delta-neutral at the portfolio level

    Beta-weight your deltas to SPY and keep the book roughly neutral. Diversify across sectors and expiration cycles — but remember that in volatility spikes, correlations run toward 1.0, so watch gamma and stress scenarios too.

  14. Trade often — occurrences are the engine

    Take profits when they're offered and extend duration when you're in the trade. A small edge repeated hundreds of times is a business; a small edge traded twice a year is a lottery ticket.

  15. Manage the metric, not the story

    Judge trades by probability of profit, return on capital, and cost-basis reduction — not by headlines, narratives, or how you feel about a company. Strategy and duration beat direction.

  16. Respect buying-power expansion

    Naked positions' margin requirements can more than double under stress (worst case ~3.6×). Size for the stressed margin, not the entry margin — or a volatility spike will size you out at the worst moment.

The one-sentence version: sell rich IV at 16 delta and 45 DTE, in small size, take half the profit, leave at 21 DTE, and never let one position — or one expiration — matter too much.

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The Greeks, finally made practical. Passarelli translates delta, gamma, theta, and vega from textbook math into trading decisions — when to be long gamma, how theta really decays, what vega means for your P/L. The perfect companion to this site's Greeks page, written by a former market maker.

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