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Trading & Options · Profile from Trading and Options Research Companion

Jesse Livermore

The Boston-born speculator (1877–1940) who learned to trade in the bucket shops of the 1890s, became the best-known stock and commodity operator in the United States as the "Boy Plunger", won and lost several fortunes — a short sale before the October 1907 panic, a wipe-out in cotton in 1908, bankruptcy in 1915, a ~$10m wheat campaign in 1924–25, a reputed bear fortune in 1929, a fourth bankruptcy in 1934 — wrote down his rules in How to Trade in Stocks (Duell, Sloan & Pearce, March 1940), and shot himself in a New York hotel cloakroom on 28 Nov 1940. His rules — trade with the trend, buy only on strength at "pivotal points", add to winners and never to losers, take half of profits off the table — read like a modern trend follower's manual (Turtle / Donchian breakout). His life is the book's standard case of a trader whose rules were better than his discipline. Almost every figure attached to him is lore: the most famous, "$100m" made shorting the 1929 crash, has no contemporaneous source found by this batch (rule 3), while the best-documented numbers come from Time magazine's contemporaneous reports (1924–40) and his own 1940 book. Reminiscences of a Stock Operator (Edwin Lefèvre, 1923), the source of most Livermore stories, is a fictionalised memoir about a character called Larry Livingston — not a record.

At a glance

Born / died
Born 26 Jul 1877, Shrewsbury, Massachusetts (Wikipedia); died 28 Nov 1940 (Thanksgiving Day), Sherry-Netherland hotel, Manhattan, by suicide with a pistol (Wikipedia citing NYT 2001 and Time, 9 Dec 1940; Time's obituary says a ".32-caliber automatic" was found at his feet)
Type
Individual trader (stocks, grain and cotton futures) and, briefly, a market operator who promoted stocks for pools and issuers (from memory and Reminiscences, verify); no firm of note — his "office" was a private trading room. This profile has six moves (rule 6 allows 5–7 for individuals): few of his decisions are documented outside his own book and a novel
Markets
NYSE stocks (railroads, steels, Piggly Wiggly, Mexican Petroleum), Chicago wheat, rye and corn futures, New York cotton futures
Scale (dated, reported)
"A cool million or so" from the 1907 panic short (Time, 9 Dec 1940); ~$3m after 1907 (Time, 19 Mar 1934); ~$10m from a 1924–25 wheat campaign (Time, 9 Dec 1940); "estimated at $20,000,000" at a peak in mid-1925 (Time, 1 Jun 1925, rumour); "approximately $100 million" after 1929 (Wikipedia citing Business Insider, 2015; ultimately Richard Smitten's biography — no contemporaneous source; weak)
Failures (dated)
Wiped out in cotton, 1908 (Time, 1940); first bankruptcy 1915 (Time, 1934; NYT 18 Feb 1915 per Wikipedia); fourth bankruptcy Mar 1934: liabilities $2,259,212.48, assets $184,900 "mostly life insurance" (Time, 19 Mar 1934) — Wikipedia, citing Forbes (1999), says the third, with $84,000 of assets and $2.5m of debts (conflict)
Writings
How to Trade in Stocks: The Livermore Formula for Combining Time Element and Price (Duell, Sloan & Pearce, New York, 1940; title page and copyright page checked); the subject (not the author) of Lefèvre's Reminiscences of a Stock Operator (1923)
Regulators
None in his heyday beyond exchange rules and state bucket-shop laws; the Securities Exchange Act of 1934 and the SEC's rules after 1934 changed his business (Time, 1940: by 1937 the market had become too regulated for his style)
Signature moves (incl. failures)
The bucket shops and the "Boy Plunger" (1892–1900); the 1907 panic short; cotton (1908) and bankruptcy (1915); the 1924–25 wheat pyramid; the 1929 crash and the "$100m" lore; the 1934 bankruptcy, the 1940 book and his death

6 strategic moves analysed

Each one gets a full strategy file in the companion: context, the decision, the financing, what happened, and the lesson.

  1. 1892

    Bucket Shops and the Boy Plunger

    Founding of a career / new strategy, product or market

  2. 1907

    Panic Short

    Large trade or position

  3. 1908

    Cotton Losses and the 1915 Bankruptcy

    Loss, drawdown or blow-up response / restructuring (bankruptcy) — failure

  4. 1924

    Wheat Pyramid and the Rye Test

    Large trade or position (pyramided long, then a short)

  5. 1929

    Crash Short and the 100 Million Lore

    Large trade or position (reported) / evidence problem

  6. 1940

    How to Trade in Stocks and His Death

    Restructuring (bankruptcy) / new product (book and advisory) / end of career — failure