Why Good Advice Still Loses You Money

The contradictions in market advice… the investments odds are against us… an AI tool to sidestep investment pitfalls… tomorrow’s big event with Keith Kaplan

Have you ever noticed the contradictions in our “wisest” investment slogans?

Is it…

  • “Let your winners run” or “Little pigs get big, but big pigs get slaughtered”?
  • “Cut your losers short” or “Time in the market beats timing the market”?
  • “Be greedy when others are fearful” or “Never catch a falling knife”?
  • “Stick to your investment plan” or “When the facts change, I change my mind”?

There will always be an investment maxim that, in hindsight, will have been the “wise” path you should have taken (usually quoted to you by a 23-year-old, wet-behind-the-ears recent hire at a brokerage firm).

You know that stock you sold when it fell 20%, triggering your stop-loss?

When it reverses and turns into a 300% winner, you should have known that…

“The stock market is designed to transfer money from the active to the patient,” as Warren Buffett once said.

But when you hold onto that other 20% loser in your portfolio – only for it to collapse 85% and never recover – you should have known that…

“Selling your winners and holding your losers is like cutting the flowers and watering the weeds,” as Warren Buffett once wrote.

(Technically, this comes from Peter Lynch, but Buffett liked the quote so much that he included it in one of his year-end reports to shareholders.)

Bottom line: Investing is hard.

Even if you master the emotional side of investing, the statistics of investing are brutal

About a decade ago, the research shop Longboard studied the total lifetime returns for individual U.S. stocks from 1983 through 2006.

Pages: 1 2 3 4 5 6 7

Why Good Advice Still Loses You Money

The contradictions in market advice… the investments odds are against us… an AI tool to sidestep investment pitfalls… tomorrow’s big event with Keith Kaplan

Have you ever noticed the contradictions in our “wisest” investment slogans?

Is it…

  • “Let your winners run” or “Little pigs get big, but big pigs get slaughtered”?
  • “Cut your losers short” or “Time in the market beats timing the market”?
  • “Be greedy when others are fearful” or “Never catch a falling knife”?
  • “Stick to your investment plan” or “When the facts change, I change my mind”?

There will always be an investment maxim that, in hindsight, will have been the “wise” path you should have taken (usually quoted to you by a 23-year-old, wet-behind-the-ears recent hire at a brokerage firm).

You know that stock you sold when it fell 20%, triggering your stop-loss?

When it reverses and turns into a 300% winner, you should have known that…

“The stock market is designed to transfer money from the active to the patient,” as Warren Buffett once said.

But when you hold onto that other 20% loser in your portfolio – only for it to collapse 85% and never recover – you should have known that…

“Selling your winners and holding your losers is like cutting the flowers and watering the weeds,” as Warren Buffett once wrote.

(Technically, this comes from Peter Lynch, but Buffett liked the quote so much that he included it in one of his year-end reports to shareholders.)

Bottom line: Investing is hard.

Even if you master the emotional side of investing, the statistics of investing are brutal

About a decade ago, the research shop Longboard studied the total lifetime returns for individual U.S. stocks from 1983 through 2006.

Pages: 1 2 3 4 5 6 7

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