Friday, 30 October 2026

A dozen things said by Jesse Livermore that apply to investing even though he was a speculator

1. “An investor looks for safety… The speculator looks for a quick profit.” Livermore is saying that what differentiated him and other speculators from investors was: (1) a willingness to make bets with short duration and (2) not seeking safety. Anyone reading about Livermore must remember that he was not a person who often/always followed his own advice. He eventually shot himself leaving a suicide note which included the sentence: “I am a failure.”

2. “A professional gambler is not looking for long shots, but for sure money…Since suckers always lose money when they gamble in stocks – they never really speculate…” Livermore believed he was not a gambler since he only speculated when the odds were substantially in his favour (“sure money”). Livermore’s statement reminds me of a quotation from Peter Lynch: “An investment is simply a [bet] in which you've managed to tilt the odds in your favour.” Livermore’s statement also reminds me of the poker player Puggy Pearson who famously talked about need to know “the 60/40 end of a proposition.” When the odds are substantially in your favour you are not a gambler; when the odds are not substantially in your favour, you are a sucker.

3. “I trade in accordance to my means and always leave myself an ample margin of safety. …After I paid off my debts in full I put a pretty fair amount into annuities. I made up my mind I wasn't going to be strapped and uncomfortable and minus a stake ever again.” Livermore is not referring here to seeking a Benjamin Graham style “margin of safety” on each bet but rather to this: once you establish a big financial stake as a speculator, setting aside enough money so you don’t need to “return to go” financially is wise. Livermore wanted a margin of safety in terms of safe assets so that he would always have a grubstake to start over in his chosen profession of speculation. On this point and others, he failed to follow his own advice.

4. “Keep the number of stocks you own to a controllable number. It’s hard to herd cats, and it’s hard to track a lot of securities.” There is only so much information a single person can track in terms of stocks whether you are in investor or a speculator. By focusing on a smaller number of stocks you are more likely to (1) know what you are doing (which lowers risk) and (2) find an informational advantage you can arbitrage.

5. “Only make a big move, a real big plunge, when a majority of factors are in your favor.” Only bet when the odds are substantially in your favour. And when that happens, bet in a big way. The rest of the time, don’t do anything.

6. ” It never was my thinking that made big money for me. It was always my sitting. Got that? My sitting tight! There is the plain fool who does the wrong thing at all times anywhere, but there is the Wall Street fool who thinks he must trade all the time.” Neither investors nor speculators get any benefits from activity and instead generate fees and mistakes.

7. “The professional concerns himself with doing the right thing rather than with making money, knowing that the profit takes care of itself if the other things are attended to.” Michael Mauboussin: “the best long-term performers in any probabilistic field — such as investing, sports-team management, and pari-mutuel betting — all emphasize process over outcome.”

8. “When you know what not to do in order not to lose money, you begin to learn what to do in order to win.” The finest art is not to lose money. Making money in the stock market can be done by anybody.” This is another way of saying what Warren Buffett has said many times: “The first rule of investing is: don’t lose money; the second rule is don’t forget Rule No. 1.” It is amazing how much benefit once can get from consistently not being stupid.

9. “If I buy stocks on Smith’s tip I must sell those same stocks on Smith’s tip. I am depending on him. Suppose Smith is away on a holiday when the selling time comes around? No sir, nobody can make big money on what someone else tells him.” Livermore claimed that he was never someone to rely on others. He did his own work and made his own decisions as a speculator (with a few well known exceptions that hurt him badly).

10. “The speculator’s deadly enemies are: ignorance, greed, fear and hope. All the statute books in the world and all the rule books on all the Exchanges of the earth cannot eliminate these from the human animal….” Jesse Livermore was a student of behavioural economics when the idea had not yet been given a name. Being greedy when other are fearful and vice versa is a simple rule that is hard to execute in practice. For example, buying assets at the lows of 2009 required courage few people had at the time. Livermore was clearly a brave fellow. But being brave when the odds are not substantially in your favour is unwise.

11. “Whenever I have lost money in the stock market I have always considered that I have learned something; that if I have lost money I have gained experience, so that the money really went for a tuition fee.” The source of good judgement is often bad judgement. Unfortunately for him, Livermore did not always make new mistakes and repeated some old ones too.

12. “Whatever happens in the stock market today has happened before and will happen again.” When people are saying: “this time it is different” grab your wallet and walk carefully toward the door. History never precisely repeats, but it does rhyme. Markets move is cycles because Mr. Market is bi=polar (fluctuating between free and greed). That markets will fluctuate in cycles is inevitable; predicting the timing and extent of the cycles is impossible. Value investing is about putting yourself in position to benefit when the inevitable happens. Price, don’t predict!

http://25iq.com/

Thursday, 26 February 2026

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16 Proven Personality Traits of Successful Investors

The financial media is peppered with how much money this hedge fund manager makes and how expensive an art collection that professional investor owns is. While it’s interesting to follow the investor gossip, these public snapshots of generally private investment gurus are really useful for another reason: an up-close and personal window into the personality traits of successful investors.

Dissecting the psychological makeup of master investors isn’t just guesswork — there’s been a ton of research into what behaviours top investors use to make their money.


The Big Five Personality Traits of Successful Investors

In 1970, Lewis Goldberg set out to create a sort of encyclopedia of personality characteristics. Out of over 1000 traits, he was able to create 5 buckets of positive personality traits: 
emotional stability, extraversion, openness, agreeableness, and conscientiousness. It’s a good framework to use as we look at how these traits impact investing.

First, some quick definitions of these traits: 


Emotional Stability: Relaxed and calm
Extraversion: Social, feels comfortable in presence of others
Openness: Open to new ideas, perspectives
Agreeableness: Works well with others, values cooperation
Conscientiousness: Employs sell discipline, follows rules 

The Traits of Great Investors

In turn, these “Big 5” traits were recently studied by MarkeyPysch (a firm that studies this kind of stuff) and broken down to examine exactly which personality traits are shared by top investors.

In a paper published last year, the research firm ranked these five traits for how well they performed, the size of losses they caused, and how likely they are to cause investor misbehaviour.

Here’s a list of the top 16 traits of top investors: 

1. Open and agreeable to new ideas:
Top investors are open to learning new things, objective in their analysis, and collaborate with their teams to find investment candidates. 

2. Go with the flow, carefully: Long term investors learn how to let their winners run and cut their mistakes quickly. Investors who are resistant to change typically report suffering larger losses. 

3. Not exactly thrill seeking, but not cowards either: Good investors aren’t gamblers at heart. They are brave face of uncertainty and plan a course of action. Top investors don’t shirk from decision-making. 

4. Resilient: Top investors embrace life. Their optimism makes them resilient investors — even in the face of setbacks. They roll with the punches, even when the rules of the investing game change in front of them. This lowers risk, too. 

5. Social individualists: Best performing investors are OK in social settings but they don’t necessarily seek out yes-men friends. They want to think objectively and go against the crowd.

6. Disciplined, but not to a fault: They follow a plan of action and stay consistent. But ultimately, they’re open to being convinced of a different plan of action, at any time. There’s no silliness or acting on a whim here. 

7. What pressure?: When money is on the line, people make bad decisions. Investors who perform well stay cool and calm under this stress. By not procrastinating or acting impulsively, good investors make decisions quickly and avoid bad losses.

8. Eyes on the exits: Investors should be confident of their ideas but best performers have contingency plans before they make their moves. If something doesn’t work, they exit quickly and move on.

9. Avoids crowds: Crowded trades are the ones you find pundits on TV yapping about. By the time, these talking heads learn of the trades, top investors are long gone. They avoid stocks that are everyone’s favourites. 

10. Doesn’t chase hot stocks: Good investors don’t typically chase after hot investment ideas — they’re patient and wait for stocks to come to them. Investors who like trend following or blindly subscribe to expert advice report larger losses when it all hits the fan.

11. Self-aware: Investing isn’t about ignoring your emotions. Interestingly, investors who aren’t aware of their own emotions are more susceptible to bigger losses. Good investors sense danger in their guts, process it, and make a decision with their brains. That feedback loop appears important for risk management.

12. Eats humble pie: Many investing legends are massively wealthy, yet they maintain a certain level of humility that’s essential to winning at the investing game. Overconfidence blinds good decision making, kills returns and makes us open to big losses.

13. Keeps fingers off the buying button: Market Pysch’s research shows that extraverts are more likely to buy stocks as they surge upwards as well as buy them on dips.

14. Stays out of the herd: Too many times we get sucked into doing what others are doing; Herding is a bad recipe for investing success. In an effort to blend in and keep social dissonance low, agreeable investors sometimes mistakenly buy high and sell low.

15. Keeps emotions in check: Emotional investors sell quickly when stocks go up. Locking in profits is never a bad thing but it appears to be the culprit for emotional investors’ lower overall performance.

16. Doesn’t seek to confirm, disproves instead: Confirmation bias — our human need to find evidence to support our own ideas — may be at work when emotional investors buy more stock when it drops. Buying more when a stock goes down (dollar cost averaging) lowers our entry point but it ignores why the stock dropped. Good investors re-examine constantly.

This type of study — examining the traits of top investors — is important because so many books and experts sell their “infallible investing systems” (buy this stock and you’ll profit 1000% in 3 days!). Of course, that’s hogwash — but, understanding the psychological makeup of profitable investors, we now have a blueprint of exactly who these investors are and how we can learn from them. That’s good — real good.
Source: http://library.wallstreetsurvivor.com/