optionsday-tradingintermediate

Nine wins, one loss, and a red month

Strategies that sell far out-of-the-money options, use very wide stops or add to losers can win 90 percent of trades. Each one pays for that with rare losses big enough to erase months of wins. Here is how the trade-off works, and how to spot it in any record, including yours.

What trading strategy has a 90 percent win rate?

Several do, and they share one shape: many small wins and a rare large loss. A high win rate is easy to build. You just have to accept that the losing trade will be much bigger than the winning one.

Selling options far out of the money is the classic case. Price rarely travels that far before expiry, so most trades keep the premium. When it does travel that far, the loss can be many times the premium collected.

Very wide stops do the same thing to directional trades. Give price enough room and it usually comes back, so most trades close green. The ones that don't come back close at the far stop.

Adding to losers is the third version. Averaging down turns many red trades into small winners on the bounce. On the day there is no bounce, the position is several times its normal size.

How big can the loser be at 90 percent?

At a 90 percent win rate, your average loser can reach nine times your average winner. Past that, you lose money. Nine wins of 1 unit pay for one loss of 9 units. Anything bigger and the strategy loses, however often it wins.

Take a credit spread 5 dollars wide that collects 0.50. You make 50 dollars when it expires worthless and lose up to 450 when it doesn't. The breakeven win rate is 450 divided by 500, which is exactly 90 percent. That's before fees.

Now drop the win rate to 85 percent. Expectancy is 0.85 times 50, minus 0.15 times 450. That's 42.50 minus 67.50, a loss of 25 dollars per trade. A five point slip in win rate turned a flat strategy into a losing one.

9 times the average winner
Breakeven loser size at a 90 percent win rate
90 percent
Breakeven win rate, 50 dollar credit and 450 dollar risk
minus 25 dollars per trade
Expectancy of that spread at an 85 percent win rate

A short record can hide the tail completely

The rare loss is rare, so a short track record often doesn't contain one. That's what makes these strategies look so good in screenshots.

Here is the arithmetic. Say the big loss comes once every 50 trades on average. The chance of a 40 trade record with no big loss is 0.98 to the power of 40. That works out to about 45 percent. Nearly half of all 40 trade samples would show a clean record.

The same goes for your own trading. A month of steady small wins can feel like proof. It may only mean the bad day hasn't arrived yet.

A high win rate next to deep drawdowns is the mark of a missing stop. The wins are genuine. The exits on the losing side are missing.

How to spot the tail in any track record

Ignore the win rate at first. Look for the size of the worst outcomes, because that's where these strategies keep their cost.

Compare the largest single loss with the average winner. At a 90 percent win rate, a ratio of 9 or more puts the record at breakeven. Then compare max drawdown with a typical month's profit. If one drawdown wipes out several months, the tail is real.

Check hold times next. Losers held much longer than winners point to a stop that moved or never existed. Check size too. If position size rises after losses, someone is adding to get back to even.

Ask anyone selling a 90 percent strategy for the worst trade and the worst month. If they can't or won't show you, assume the tail is there.

Check your own record in ten minutes

Pull your last 100 closed trades from your journal or a broker export. Then run these checks in order.

  • Write down your win rate for those 100 trades.
  • Find your average winner and average loser in dollars.
  • Divide the average loser by the average winner.
  • Compare that ratio with the breakeven ratio for your win rate.
  • Find your single largest loss and divide it by the average winner.
  • Note your max drawdown and your best month's profit side by side.
  • Compare how long you held losers with how long you held winners.
  • Check whether your size went up after losing trades.
  • List the three worst days and what you did on each.
  • Pick one exit rule that would have capped the worst trade.

Frequently asked questions

Selling far out-of-the-money options, using very wide stops and averaging down into losers can all reach 90 percent. Each one gets there by accepting rare losses many times larger than the typical win.

Only if your average loser is less than nine times your average winner. Above that, a 90 percent win rate still loses money over time.

They collect small, frequent wins and hold the risk in rare, large losses. A short record can miss that loss entirely, so the strategy looks safe until the day it arrives.

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