TSAI
GUIDE Β· RISK MANAGEMENT

Risk Management and Position Sizing

By Silviu Vasilescu Β· Updated 1 August 2026 Β· 10 min read

Nearly every account that fails, fails for the same reason, and it is not bad analysis. It is position sizes large enough that a normal losing streak β€” the kind every working method produces β€” becomes permanent damage. Analysis decides whether you have an edge. Sizing decides whether you are still there to use it.

The good news is that this part is arithmetic. Unlike reading a chart, it has correct answers, they are not difficult, and they can be worked out in advance when you are calm rather than in the moment when you are not.

1. Risk per trade, decided once

Risk per trade is the fraction of your account you accept losing if a trade goes straight to your stop. It is a single number, decided in advance, and applied to every trade regardless of how certain any particular one feels. Most rules-based traders settle somewhere between a half and two percent, and the case for the low end of that range is stronger than it looks.

Notice what this definition rules out. It is not "how much I am investing" β€” a $10,000 position with a stop 5% below entry risks $500, not $10,000. And it is not adjustable by conviction. The trades you feel most certain about are not reliably your winners; if they were, that feeling would be a tradeable signal and belongs in your rules as one.

One useful sanity check: multiply your risk per trade by the worst losing streak you are willing to sit through. At 1% risk and ten consecutive losses you are down roughly 10%, which is unpleasant and survivable. At 5% risk the same streak costs you about 40% of the account, and the position sizes you can then afford are so much smaller that recovery becomes a different, harder problem.

2. The position sizing formula

Size is not a decision. It is the output of one:

shares = (account Γ— risk per trade) Γ· (entry price βˆ’ stop price)

With a $50,000 account and 1% risk, you are risking $500. If your setup puts the entry at $80 and the stop at $76, the risk per share is $4, so the position is 125 shares β€” a $10,000 position. If a different setup on a quieter stock puts the entry at $80 and the stop at $78.50, the risk per share is $1.50, so the position is 333 shares, or about $26,600.

The second position is more than twice the size of the first while carrying the same risk. That inversion is the entire point, and it is what "risk-based sizing" means: the position adjusts to the distance to your stop, so every trade has the same weight in your results. Without it, a volatile stock with a wide stop quietly becomes your largest risk while looking like an ordinary position.

Two adjustments make it realistic. Include costs in the risk figure β€” commission both ways and the spread you cross. And where a position ends up larger than a sensible fraction of your account, cap it, because a very tight stop on a single name should not turn into a concentration you would never have chosen deliberately.

3. Where the stop actually goes

A stop belongs at the price that proves your reason for the trade wrong β€” not at the loss you are willing to take. Those are different things, and confusing them produces the worst of both: a stop close enough to be hit by ordinary noise, on a position sized as though it would not be.

In practice this means placing the stop beyond a structural level: under the low of the base you bought out of, under the swing low the trend is built on, or a multiple of the stock's average true range away from entry. ATR-based stops are worth understanding because they adapt automatically β€” a stock that routinely moves 3% a day needs more room than one that moves 0.8%, and the same percentage stop on both means you are effectively taking a much larger bet on the first.

Once placed, the stop moves in one direction only: toward reducing risk. Widening a stop because price is approaching it converts a defined loss into an undefined one, at exactly the moment your judgement is worst. This is the single most expensive habit in retail trading, and it is worth making structurally difficult β€” a resting stop order with your broker, rather than an intention.

Finally, be clear that a stop is not a guarantee. Overnight gaps and fast markets fill through your price, and the loss can be larger than planned. That is one more argument for the low end of the risk-per-trade range rather than the high end.

4. Why drawdowns are asymmetric

Losses and gains are not mirror images, because a loss shrinks the base that the next gain is computed on. Lose 10% and you need 11.1% to get back. Lose 20% and you need 25%. Lose 50% and you need 100% β€” a double, from a smaller account, using smaller positions.

Drawdown Gain needed to recover
5%5.3%
10%11.1%
20%25%
30%42.9%
50%100%
70%233%

The table is the whole argument for conservative sizing. It also explains why professional traders talk about drawdown more than return: a method returning 30% a year with a 15% worst drawdown is tradeable by a human being, while the same 30% with a 60% drawdown is not, because almost nobody keeps following rules after losing more than half their money β€” and the ones who stop, stop at the bottom.

5. How long a losing streak to expect

Losing streaks are not evidence that something has broken. They are a mathematical certainty, and knowing roughly how long yours can run is what stops you abandoning a working method at the worst possible moment.

If your win rate is 40%, the chance of losing any single trade is 0.6, so the chance of eight losses in a row is 0.68 β€” about 1.7%. That sounds remote until you take two hundred trades a year, at which point runs of eight are not just possible but expected, and a run of ten or eleven will show up eventually. A 55% win rate is more comfortable but still produces streaks of six or seven over a few hundred trades.

Do this calculation before you need it, and size so that the streak you can compute is an inconvenience rather than a crisis. A trader who knows a nine-loss run is normal behaves completely differently on loss number six than one who assumed four was the limit.

Equity curve rising over time with visible pullbacks along the way.

A growing account is not a smooth line. The pullbacks are the part sizing decides β€” the same method, sized twice as large, produces twice the dips and a materially higher chance of not recovering.

6. Correlation: the risk you did not add up

Six positions at 1% risk each look like 6% of the account at stake. If all six are semiconductor stocks, they are closer to one 6% position, because on a bad day for the sector they will all move the same way at the same time. Position-level risk control is necessary and not sufficient.

Two caps handle most of it. Limit total open risk β€” the sum of all your stop distances in account terms β€” to a figure you have chosen deliberately, and limit exposure per sector or theme. The specific numbers matter less than having them written down, because in the moment every one of those six correlated setups will look independently excellent. That is what a strong sector move looks like from the inside.

Correlation also rises exactly when it hurts most. In a broad market decline, stocks that normally have little to do with each other fall together, because the selling is not about any of them individually. Diversification calculated in calm conditions overstates the protection available in the conditions you bought it for.

7. Leverage, honestly

Leverage multiplies your position size without changing your judgement. It does not create an edge; it scales whatever is already there, including a negative one, and it adds a failure mode that unleveraged trading does not have β€” being closed out by a margin call at a price you did not choose, because the broker's tolerance ran out before the market turned.

If a method has positive expectancy, leverage will make more money and produce deeper drawdowns, and the drawdown table above governs whether you survive them. If it does not have positive expectancy, leverage shortens the time until the account is gone. The honest use is modest, deliberate, and applied to a method with a measured track record β€” not as a way to make a small account behave like a large one.

8. A minimum set of risk rules

Written down before the session, not during it:

THE SHORT VERSION
  • Fix one risk-per-trade percentage and apply it to every trade, however certain you feel.
  • Shares = (account Γ— risk %) Γ· (entry βˆ’ stop). Size is an output, not a choice.
  • Put the stop where your reason is proven wrong, then size to it β€” not the other way round.
  • Stops move only toward less risk. Widening one is the most expensive habit in retail trading.
  • A 50% drawdown needs a 100% gain to undo. Judge methods by drawdown, not just return.
  • Compute your expected losing streak in advance; a 40% win rate produces runs of eight or more.
  • Six correlated positions are one position. Cap total open risk and sector exposure.
  • Leverage scales your edge and your drawdown, and adds a way to be closed out at the worst price.

The version with the trades in it

Trade Stocks Like A.I. applies this to real positions β€” over 200 annotated chart analyses, actual trades with the sizing and stop reasoning shown, and code for testing a system before you risk anything. 206 pages, from an economist with 26 years in the market, in 25 languages.

See what is inside the book

This guide is educational material about how markets and trading methods work. It is not financial advice and not a recommendation to buy or sell any security. Trading involves the risk of losing money, including more than you intended if you use leverage. All figures are illustrations of arithmetic, not results you should expect.