Quote from Lucias:
My general heuristic is to plan for 12 losses in a row. This will be very rare but can happen. You have to factor in the probability of the loss and the size of the loss to really know the answer to this. They are not the same thing!!!
Using my simple heuristic, take 20% and dividing by 12 gives approximately 1.7%.
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I think what most people don't understand is that there is a probability (unknown) of various losses and gains. It will benefit you to start to think in terms of probabilities instead of definites. okay I'm willing to take 20% drawdown at the X% confidence level.
Yes, I appreciate that there's always a small chance of something worse happening. By 20% drawdown tolerance, I'd say that a 95%+ confidence of that not happening would be sufficient. After all, once you get to very long odds like <5%, chances of things like dying, becoming disabled, being sued into bankruptcy, being sent to jail, your country turning socialist, or losing a major war are starting to become just as likely. It makes little sense to reduce your trading risk to a number significantly lower than your risk simply from being alive.
12 losses in a row, with 75% win rate, is a 1 in 16 million chance, a bit conservative there Lucias

More realistic is system or market feel degradation leading to a lower win rate than anticipated - this is a possibility that must be considered, and serves as a realistic cap on bet size.
For example, if you think you have a 75% 5:1 trade setup, and in reality it's 40% and 2:1, you are going to be in serious trouble if you size based on the former. This is the logic behind scaling back size during equity drawdowns. However, note that even with such a catastrophic misjudgement, Kelly still recommends betting 10% of equity on the latter odds.
My instinct is that something like 5% (still only half Kelly for the inferior trade setup) should be the maximum on any given bet, for exactly this reason. To avoid the danger of setup degradation, you should probably reduce it quite quickly as you have losers. E.g. starting with capital of 100, bet 5 at first, then 4, then 3, then 2, then 1. So at a 15% drawdown, you are only betting 1.25% of capital even on your slam drunk trades. Only 10 losers in a row will put you over the 20% drawdown threshold, and even at 1% bet size from then on, you only need 4 winners more than losers to claw back to your old account equity high. If they don't come, then you know your system or approach is probably kaput. Losing about 20% of your account in that scenario is acceptable risk IMO.
With 5% bet size, scaling back to 4%, 3% etc as you have a losing streak, you will still be making 10-25% on your winning slam dunk trades, as long as you don't have 4 or more losers in a row. At 75% win rate, the odds of 4+ losers is 0.39%. So you still have good trading firepower in all but the most unlucky runs.
If you want to stick to fixed fraction, rather than scaling back size during losing runs, then obviously you have to trade smaller. I'd say about 2.5% is probably the most you should bet on a fixed fraction with those odds. But I think this would reduce profitability compared to the dynamic position sizing approach, your winning streaks will be only half as good (even less so once you factor in compounding).