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Trading wisdom

The lessons that survived every market

All trading wisdom — newest first

Wisdom · 26 Sep 2026NEW

Bernard Baruch: the man who did not sell the top

Baruch is remembered as the man who sold out before the 1929 crash. His biographer says he didn't, and his own rule 4 says nobody can. What the maths says.

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Wisdom · 23 Sep 2026

Benjamin Graham: the man who wrote the rules lost 70% breaking them

Graham met the 1929 crash with $4.5m of unhedged stock against $2.5m of capital. Four years later 30 cents of each dollar was left. The arithmetic of that decision.

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Wisdom · 19 Sep 2026

Jim Simons: the best record in history was never for sale

Medallion returned about 39% a year net for three decades. The Renaissance fund outsiders could actually buy returned 8.05% - less than an index fund. What that gap teaches.

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Wisdom · 18 Sep 2026

Trading quotes that are actually documented

22 trading quotes with the evidence behind each one graded — 13 verbatim from a named book or interview, 7 widely attributed, 2 with no traceable source at all.

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Wisdom · 17 Sep 2026

Michael Steinhardt: 28 years, one bad year, and the leverage behind it

Steinhardt returned 24.5% a year for 28 years, then lost 31% in 1994. Fortune's own figures imply 6.5x leverage - a bond move of about 5% took a third of the fund.

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Wisdom · 12 Sep 2026

William O’Neil: The 8% Rule, and the Fund That Had to Live By It

O'Neil's rule: never let a loss exceed 7-8%. Eight straight 8% losses compound to -48.68%. The position cap it implies, and how his New USA fund really did.

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Wisdom · 11 Sep 2026

Ray Dalio: Right About 1982, and Nearly Finished By It

In 1982 Ray Dalio publicly predicted a debt-driven depression. The debt crisis arrived on 12 August 1982 - the exact day the S&P 500 bottomed at 102.42. He lost his money and his…

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Wisdom · 7 Sep 2026

Nicolas Darvas: the trader whose edge was being unable to watch

Nicolas Darvas traded from dance tours by weekly cable and turned a stated $36,000 into a claimed $2,000,000. The New York Attorney General could verify $216,000. Both numbers, and…

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Wisdom · 6 Sep 2026

W.D. Gann: what the record actually shows

The 1909 record says 264 wins in 286 trades. It never says what the 22 losses cost. What W.D. Gann's documented history teaches about reading anyone's track record.

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Wisdom · 4 Sep 2026

Mark Douglas and Trading in the Zone: why a winning system feels broken

Mark Douglas taught traders to think in probabilities. We ran the numbers: a system with a real edge shows no profit 40.9% of the time after 20 trades, and needs 269 to be reliable.

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Wisdom · 3 Sep 2026

Richard Dennis and the Turtles: what happened when a trading system was given away

Richard Dennis taught 23 novices a complete futures system in two weeks in 1983. The rules are public. Every unit risked 2%, and the system cut itself after losses.

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Wisdom · 2 Sep 2026

George Soros: the trade that broke the Bank of England

How Soros' Quantum Fund shorted the pound in 1992. The risk was capped at 6.19% by a published ERM band - the reward-to-risk was only about 1 to 2.4.

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Wisdom · 1 Sep 2026

Ed Seykota: bet size matters more than your entry

Ed Seykota built one of the first computerised trend-following systems. His research says bet size beats entry timing, and drawdown grows with its square.

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Wisdom · 30 Aug 2026

Paul Tudor Jones: the loss that came before the legend

Paul Tudor Jones is remembered for Black Monday 1987. He lost most of an account on one cotton trade in 1979 first - that is where his rules began.

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Wisdom · 28 Aug 2026

10 trading books actually worth your screen time

The trading bookshelf ranked honestly: which classics still earn their pages, who each book is actually for, and which famous titles you can skip.

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Wisdom · 28 Aug 2026

Stanley Druckenmiller: thirty years without a losing year

Druckenmiller ran Duquesne for three decades without a down year, then lost $3 billion in six weeks buying a top he had called. The sizing lessons.

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Wisdom · 28 Aug 2026

Jesse Livermore: the greatest trader who died broke

Jesse Livermore made $100 million shorting the 1929 crash and still died broke. Four fortunes, four bankruptcies, and the risk lessons still relearned.

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Charts change, coins change, leverage changes. The people who mastered — and were destroyed by — markets keep teaching the same lessons. We study them through the only lens that matters: how they managed risk, and what it cost them when they didn't.

Our rule for this section: only documented facts and sourced quotes. No invented dialogue, no "he probably thought", no myth-polishing. Where the legend and the record disagree, we print the record.

Profiles in the pipeline

One new profile lands regularly — each mapped to the stage of the Primer Path it teaches best.

Michael Saylor CZ & the rise of Binance The fall of FTX — a risk autopsy Long-Term Capital Management Nick Leeson & Barings