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Books > Business & Money > Investing > Introduction > B015DLUSDY
  1. Heads I Win, Tails I Win: Why Smart Investors Fail and How to Tilt the Odds in Your Favor
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  2. Heads I Win, Tails I Win: Why Smart Investors Fail and How to Tilt the Odds in Your Favor

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    Customer Ratings (48 reviews)
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According to Wall Street Journal investing colum­nist Spencer Jakab, most of us have no idea how much money we’re leaving on the table—or that the average saver doesn’t come anywhere close to earning the “average” returns touted in those glossy brochures. We’re handicapped not only by psychological biases and a fear of missing out, but by an industry with multimillion-dollar marketing budgets and an eye on its own bottom line, not yours.
Unless you’re very handy, you probably don’t know how to fix your own car or give a family member a decent haircut. But most Americans are expected to be part-time fund managers. With a steady, livable pension check becoming a rarity, we’ve been entrusted with our own finances and, for the most part, failed miserably.
Since leaving his job as a top-rated stock ana­lyst to become an investing columnist, Jakab has watched his readers—and his family, friends, and colleagues—make the same mistakes again and again. He set out to evaluate the typical advice people get, from the clearly risky to the seemingly safe, to figure out where it all goes wrong and how they could do much better.
Blending entertaining stories with some sur­prising research, Jakab explains
·How a typical saver could have a retirement nest egg twice as large by being cheap and lazy.
·Why investors who put their savings with a high-performing mutual fund manager end up worse off than if they’d picked one who has struggled.
·The best way to cash in on your hunch that a recession is looming.
·How people who check their brokerage accounts frequently end up falling behind the market.
·Who isn’t nearly as good at investing as the media would have you think.
He also explains why you should never trust a World Cup–predicting octopus, why you shouldn’t invest in companies with an X or a Z in their names, and what to do if a time traveler offers you eco­nomic news from the future.
Whatever your level of expertise, Heads I Win, Tails I Win can help you vastly improve your odds of investment success.

From the Hardcover edition.

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Spencer Jakab
Kindle Edition
Kindle eBook
Most Helpful Customer Reviews

This book harkens back to a question I first encountered in a university investment class back in 1979. Our text was Burton G. Malkiel’s A RANDOM WALK DOWN WALL STREET, which had broken ground a few years early by theorizing that all meaningful information is instantly incorporated in stock prices, thereby making it impossible to outperform the market by calculated stock picking. Random Walk Theory postulates that the market can only be beaten by:

A) Coincidental luck, i.e. beating the market 10 years in a row would be like flipping a coin 10 times in a row and it landing on heads every time. The law of probability says that must happen occasionally, but isn’t predictable.

B) Taking on more risk than the market as a whole. You might beat the market by using leverage (margin, options, or leveraged ETF’s) during those periods when you anticipate the trend correctly, but the leverage will eliminate those gains just as rapidly when the market... Read more
A well researched and written book. Referencing many great investors from Peter Lynch to Warren Buffett. "A central tenet of this book is that it’s better in the long run to be smart than lucky." “If you take away only one lesson from Head I Win, Tails I Win, then, it’s that being smart is way more important than being lucky. Investing is a repeatable exercise and there’s no avoiding losing money or, almost as painful for some people, letting a hot stock tip go by that makes someone else a fortune. The people who wind up with the biggest pot of money at the end, though, are almost always the ones who didn’t worry about that and played the odds correctly.”

While some people magically (i.e. fluke luck) predicted the financial crisis, virtually none of those people got fully reinvested in the stock market (i.e. dumb strategy), and missed out on tremendous gains from 2009 through 2016. Stocks pose risk, and markets will... Read more
If only this book was published 25 years ago! Ranks with the elite investing books e.g. Peter Lynch classics for common investors. Powerful argument for index- and low cost diversified funds, torches market-timing, exposes human nature that curtails our returns … in witty, amusing prose, spiced with author’s personal experiences. Up to date with recent history such as Great Recession of 2008.

Considered myself a savy investor until I read this book. I’ve owned a brokerage account (3 portfolios) for 25 years and it never occurred to me to investigate their website page benchmarking my returns against market index! I’m humbled, but better educated.
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