100 books like Winning the Loser's Game

By Charles Ellis,

Here are 100 books that Winning the Loser's Game fans have personally recommended if you like Winning the Loser's Game. Shepherd is a community of 11,000+ authors and super readers sharing their favorite books with the world.

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Book cover of A Random Walk Down Wall Street: The Time-Tested Strategy for Successful Investing

Eric Tyson Author Of Investing For Dummies

From my list on getting smarter about investing and money.

Why am I passionate about this?

When I was growing up, I saw family members and friends, who were otherwise smart people who could master other aspects of their lives, have difficulty with personal finance decisions and investing. When my dad was laid off during a recession, he had some retirement money distributed to him, and I got interested in investing as he researched and tried with difficulty to handle this money himself. In my young adult years, I was a sponge to learn as much as I could about personal finance. 

Eric's book list on getting smarter about investing and money

Eric Tyson Why did Eric love this book?

I first read this book as required reading for a college course, and it greatly changed how I thought about investing.

Over the years, I’ve read updated editions, and it never gets stale and always includes new information and insights. But the foundational issues have stood the test of time and remain in the newest edition.

I also love this book because it introduced me at a young age to mutual funds and Vanguard.

By Burton G. Malkiel,

Why should I read it?

8 authors picked A Random Walk Down Wall Street as one of their favorite books, and they share why you should read it.

What is this book about?

Today's stock market is not for the faint hearted. At a time of frightening volatility, the answer is to turn to Burton G. Malkiel's advice in his reassuring, authoritative, gimmick-free and perennially best-selling guide to investing. Long established as the first book to purchase before starting a portfolio, A Random Walk Down Wall Street now features new material on "tax-loss harvesting"; the current bitcoin bubble and automated investment advisers; as well as a brand-new chapter on factor investing and risk parity. And as always, Malkiel's core insights-on stocks and bonds, as well as investment trusts, home ownership and tangible assets…


Book cover of The Little Book of Common Sense Investing: The Only Way to Guarantee Your Fair Share of Stock Market Returns

Victor Haghani Author Of The Missing Billionaires: A Guide to Better Financial Decisions

From my list on intelligent financial decision-making in less than 200 pages.

Why am I passionate about this?

I have over four decades of experience working and innovating in the financial markets and have been a prolific contributor to academic and practitioner finance literature. I started my career at Salomon Brothers in 1984, where I became a managing director in the bond-arbitrage group, and in 1993 I was a co-founding partner of the hedge fund Long-Term Capital Management. I founded Elm Wealth in 2011 to help clients, including my own family, manage and preserve their wealth with a thoughtful, research-based, and cost-effective approach that covers not just investment management but also broader decisions about wealth and finances.

Victor's book list on intelligent financial decision-making in less than 200 pages

Victor Haghani Why did Victor love this book?

I loved how this “Little Book" gets right to the point and explains why every investor should include low-cost index ETFs in their portfolios. This is a great guide for beginners and old hands alike. It is a book devoted to simplicity.

I loved Bogle’s “Cost Matters Hypothesis” which is simpler and more relevant than the also important “Efficient Markets Hypothesis” that is taught in Finance 101 classes. 

I felt this book empowered me to take control of my financial life. It’s a book I always recommend to people who are looking to improve their financial lives. I learned a lot from Vanguard founder John Bogle's 80+ years of experience and wisdom. Invest just 60 minutes in this book and reap a lifetime of informed, confident investing decisions.

By John C. Bogle,

Why should I read it?

6 authors picked The Little Book of Common Sense Investing as one of their favorite books, and they share why you should read it.

What is this book about?

The best-selling index investing "bible" offers new information and is updated to reflect the latest market data The Little Book of Common Sense Investing is the classic guide to getting smart about the market. Legendary mutual fund veteran John C. Bogle reveals his key to getting more out of investing: low-cost index funds. Bogle describes the simplest and most effective investment strategy for building wealth over the long term: buy and hold, at very low cost, a mutual fund that tracks the S&P 500 Stock Index. Such an index portfolio is the only investment that guarantees your fair share of…


Book cover of Unconventional Success: A Fundamental Approach to Personal Investment

Martin S. Fridson Author Of Investment Illusions: A Savvy Wall Street Pro Explores Popular Misconceptions About the Markets

From my list on investing from a money manager.

Why am I passionate about this?

I’m a money manager for high-net-worth individuals. During my Wall Street years, I was ranked number one in my category in the Institutional Investor All America Research Survey for nine consecutive years. The CFA Society New York presented me its Ben Graham Award in 2017. I’ve served as a governor of the CFA Institute and consultant to the Federal Reserve Board of Governors. My writings have appeared in the Wall Street Journal, Barron’s, the Financial Times, and various scholarly journals. I live in New York City with my wife, musicologist Elaine Sisman. We have two children and five grandchildren.

Martin's book list on investing from a money manager

Martin S. Fridson Why did Martin love this book?

As head of the Yale University endowment fund, the late David Swensen was one of the foremost innovators and most successful practitioners of institutional investing. Remarkably, he also wrote one of the best books ever for individual investors. Unconventional Success shows why on average, mutual fund investors significantly underperform the funds they own: They trade excessively, buying at the highs and selling at the lows, creating tax inefficiencies in the process. Swensen also valuably details hazards to avoid in fund selection. 

By David F. Swensen,

Why should I read it?

2 authors picked Unconventional Success as one of their favorite books, and they share why you should read it.

What is this book about?

In UNCONVENTIONAL SUCCESS, investment legend David Swensen reveals why the for-profit mutual fund industry consistently fails the average investor, from its excessive management and incentive fees to the frequent 'churning' of portfolios that forces investors to pay higher taxes. Perhaps most destructive of all are flagrant schemes designed to thwart regulators and further erode portfolios, limiting investor choice and reducing returns. Swensen's solution? A 'contrarian' investment alternative that creates more diversified, equity-oriented, 'market-mimicking' portfolios that minimize loss and reward the investor with the courage to stay the course. Swensen backs up his unconventional proposal with well-documented evidence supporting not-for-profit investment…


Book cover of The Black Swan

Roger W. Hoerl Author Of Statistical Thinking: Improving Business Performance

From my list on AI and data science that are actually readable.

Why am I passionate about this?

As a professional statistician, I am naturally interested in AI and data science. However, in our current information age, everyone, in all segments of society, needs to understand the basics of AI and data science. These basics include such things as what these disciplines are, what they can contribute to society, and perhaps most importantly, what can go wrong. However, I have found that much of the literature on these topics is highly technical and beyond the reach of most readers. These books are specifically selected because they are readable by virtually everyone, and yet convey the key concepts needed to be data-literate in the 21st century. Enjoy!

Roger's book list on AI and data science that are actually readable

Roger W. Hoerl Why did Roger love this book?

A “Black Swan” is a highly unlikely event that occurs with massive consequences. Think of 9/11 or the astonishing success of Google or Amazon.

The main issue relative to Black Swans, as explained by Talib, is that after the fact people are drawn to concocting detailed explanations that make them seem less random, and more predictable. In other words, people develop causal explanations that are completely wrong, but sound reasonable, and will then use them to predict the future.

In the words of Nate Silver, they invent a “signal” to explain what is in reality “noise.” These explanations also create a false sense of security about our ability to predict future events. In short, we fool ourselves into thinking that we know more than we actually do.

By Nassim Nicholas Taleb,

Why should I read it?

7 authors picked The Black Swan as one of their favorite books, and they share why you should read it.

What is this book about?

The most influential book of the past seventy-five years: a groundbreaking exploration of everything we know about what we don’t know, now with a new section called “On Robustness and Fragility.”

A black swan is a highly improbable event with three principal characteristics: It is unpredictable; it carries a massive impact; and, after the fact, we concoct an explanation that makes it appear less random, and more predictable, than it was. The astonishing success of Google was a black swan; so was 9/11. For Nassim Nicholas Taleb, black swans underlie almost everything about our world, from the rise of religions…


Book cover of Can't Hurt Me: Master Your Mind and Defy the Odds

Stephanie Lincoln Author Of Born to be Brave: My 56 hour battle for my life in the Olympic National Forest

From my list on badass people who overcame crazy odds.

Why am I passionate about this?

Ever since I can remember, I have been fascinated with people’s stories. I think this came from my grandfather, who, whether we liked it or not, would gather his grandkids in his study and wax poetically about his life. He was a writer and a teacher, so he knew how to spin a tale and keep even the most inattentive grandchildren captivated. I have for many years referred to myself as a “memoir junkie,” consuming life after life like a starving drifter. Memoirs are a great way to continue to remind ourselves that life is guaranteed to provide us with struggle, but we are equipped to overcome it. We must endure, explore, and prevail. 

Stephanie's book list on badass people who overcame crazy odds

Stephanie Lincoln Why did Stephanie love this book?

If you want a FIRE lit under your ass, read this book!

I love this book so much and have reread this one a couple of times because of the sheer injection of motivation I get straight into my veins when I read it. What I love about this first memoir from David is his brutal honesty about his childhood and his subsequent journey to become “the baddest motherfucker on the planet.”

This guy is the quintessential story of polishing a terd long enough, you will get a diamond. Whenever I am feeling sorry for myself, my mind goes back to this book. I think, “If David can do it, I can too. This is nothing compared to the odds he faced, and look at him now!” 

By David Goggins,

Why should I read it?

7 authors picked Can't Hurt Me as one of their favorite books, and they share why you should read it.

What is this book about?

New York Times Best Seller

Over 4 million copies sold

For David Goggins, childhood was a nightmare -- poverty, prejudice, and physical abuse colored his days and haunted his nights. But through self-discipline, mental toughness, and hard work, Goggins transformed himself from a depressed, overweight young man with no future into a U.S. Armed Forces icon and one of the world's top endurance athletes. The only man in history to complete elite training as a Navy SEAL, Army Ranger, and Air Force Tactical Air Controller, he went on to set records in numerous endurance events, inspiring Outside magazine to name…


Book cover of The Grapes of Wrath

Nick Brown Author Of The Siege: Agent of Rome 1

From my list on books that take you to another world.

Why am I passionate about this?

Before I was a writer, I was a reader.  My mother was a primary school teacher, so I was encouraged to read from my earliest years. I wanted to be not only entertained but transported to another place, time, or world. When I finally decided to write my first novel, I settled on historical fiction, but I have since written both science fiction and fantasy. I always endeavour to emulate my literary heroes and create engaging characters, compelling plots, and an interesting, unusual, convincing world.

Nick's book list on books that take you to another world

Nick Brown Why did Nick love this book?

Though set less than a century ago, the world of Steinbeck’s novel is so very different from our own. This masterpiece follows the Joad family as they head west to California, escaping the hardship and poverty of the Oklahoma Dust Bowl.

Depression-era America is described with such detail and emotion that the reader feels almost like a companion of the Joads, each of whom are rendered with precision and depth. In other hands, this might have been a grim, gloomy tale, but Steinback evokes themes of loyalty, kindness, and pride with peerless power and skill.  

By John Steinbeck,

Why should I read it?

17 authors picked The Grapes of Wrath as one of their favorite books, and they share why you should read it.

What is this book about?

'I've done my damndest to rip a reader's nerves to rags, I don't want him satisfied.'

Shocking and controversial when it was first published, The Grapes of Wrath is Steinbeck's Pultizer Prize-winning epic of the Joad family, forced to travel west from Dust Bowl era Oklahoma in search of the promised land of California. Their story is one of false hopes, thwarted desires and powerlessness, yet out of their struggle Steinbeck created a drama that is both intensely human and majestic in its scale and moral vision.


Book cover of The Most Important Thing: Uncommon Sense for the Thoughtful Investor

Martin S. Fridson Author Of Investment Illusions: A Savvy Wall Street Pro Explores Popular Misconceptions About the Markets

From my list on investing from a money manager.

Why am I passionate about this?

I’m a money manager for high-net-worth individuals. During my Wall Street years, I was ranked number one in my category in the Institutional Investor All America Research Survey for nine consecutive years. The CFA Society New York presented me its Ben Graham Award in 2017. I’ve served as a governor of the CFA Institute and consultant to the Federal Reserve Board of Governors. My writings have appeared in the Wall Street Journal, Barron’s, the Financial Times, and various scholarly journals. I live in New York City with my wife, musicologist Elaine Sisman. We have two children and five grandchildren.

Martin's book list on investing from a money manager

Martin S. Fridson Why did Martin love this book?

Forget bromides such as buying a stock because your experience with the company’s product has been good. The hugely successful money manager Howard Marks makes the essential point that the goal is not to find good companies but to make good purchases. “It’s not what you buy,” he says, “it’s what you pay for it.”  Investors who are interested in good outcomes rather than thrills will find many more sound principles in this book.

By Howard Marks,

Why should I read it?

1 author picked The Most Important Thing as one of their favorite books, and they share why you should read it.

What is this book about?

"This is that rarity, a useful book."--Warren Buffett Howard Marks, the chairman and cofounder of Oaktree Capital Management, is renowned for his insightful assessments of market opportunity and risk. After four decades spent ascending to the top of the investment management profession, he is today sought out by the world's leading value investors, and his client memos brim with insightful commentary and a time-tested, fundamental philosophy. Now for the first time, all readers can benefit from Marks's wisdom, concentrated into a single volume that speaks to both the amateur and seasoned investor. Informed by a lifetime of experience and study,…


Book cover of Think Twice: Harnessing the Power of Counterintuition

Martin S. Fridson Author Of Investment Illusions: A Savvy Wall Street Pro Explores Popular Misconceptions About the Markets

From my list on investing from a money manager.

Why am I passionate about this?

I’m a money manager for high-net-worth individuals. During my Wall Street years, I was ranked number one in my category in the Institutional Investor All America Research Survey for nine consecutive years. The CFA Society New York presented me its Ben Graham Award in 2017. I’ve served as a governor of the CFA Institute and consultant to the Federal Reserve Board of Governors. My writings have appeared in the Wall Street Journal, Barron’s, the Financial Times, and various scholarly journals. I live in New York City with my wife, musicologist Elaine Sisman. We have two children and five grandchildren.

Martin's book list on investing from a money manager

Martin S. Fridson Why did Martin love this book?

Investment manager Michael Mauboussin illuminates mental errors that impede investment success with excellent real-life examples. The good news is that these errors are avoidable. Relying on expert opinion is useful in some cases but not in others. Mauboussin also deflates the “great company” myth, citing research that finds the stocks of companies hailed as champions by business magazines subsequently underperform the stocks of companies derided by the same periodicals.

By Michael J. Mauboussin,

Why should I read it?

1 author picked Think Twice as one of their favorite books, and they share why you should read it.

What is this book about?

No matter your field, industry, or specialty, as a leader you make a series of crucial decisions every single day. And the harsh truth is that the majority of decisions-no matter how good the intentions behind them-are mismanaged, resulting in a huge toll on organizations, the people they employ, and even the people they serve. So why is it so hard to make sound decisions? In Think Twice, now in paperback, Michael Mauboussin argues that we often fall victim to simplified mental routines that prevent us from coping with the complex realities inherent in important judgment calls. Yet these cognitive…


Book cover of Your Money and Your Brain: How the New Science of Neuroeconomics Can Help Make You Rich

Martin S. Fridson Author Of Investment Illusions: A Savvy Wall Street Pro Explores Popular Misconceptions About the Markets

From my list on investing from a money manager.

Why am I passionate about this?

I’m a money manager for high-net-worth individuals. During my Wall Street years, I was ranked number one in my category in the Institutional Investor All America Research Survey for nine consecutive years. The CFA Society New York presented me its Ben Graham Award in 2017. I’ve served as a governor of the CFA Institute and consultant to the Federal Reserve Board of Governors. My writings have appeared in the Wall Street Journal, Barron’s, the Financial Times, and various scholarly journals. I live in New York City with my wife, musicologist Elaine Sisman. We have two children and five grandchildren.

Martin's book list on investing from a money manager

Martin S. Fridson Why did Martin love this book?

Financial journalist Jason Zweig shows how the young field of neuroeconomics explains the biological factors underlying smart people’s irrational investment decisions. For example, brain scans show that the fear center lights up when investors consider putting money into foreign stocks, despite the demonstrated value of international diversification. Also to their detriment, investors perceive patterns of returns where none exist. It’s imperative to understand these cognitive errors to get proper control over investments.   

By Jason Zweig,

Why should I read it?

1 author picked Your Money and Your Brain as one of their favorite books, and they share why you should read it.

What is this book about?

Synopsis coming soon.......


Book cover of Super Human: The Bulletproof Plan to Age Backward and Maybe Even Live Forever

Robert Pagliarini Author Of Badass Retirement: Shatter the Retirement Myth & Live with More Meaning, Money, and Adventure

From my list on retirement to help you create more meaning.

Why am I passionate about this?

If my early childhood was any indication, I would be the last person you would want to take financial and retirement advice from. Why? Growing up, we never had any money! Every day was a struggle for my single mom of five. At an early age, I knew I didn’t want to be poor and struggle for everything. I knew I wanted to enjoy life and experience it to the fullest. I’d watch adventure movies such as Raiders of the Lost Ark and dream of going to exotic countries and on adventures like Indiana Jones. From those early years, I’ve been committed to creating and living the best life possible for myself and my clients.

Robert's book list on retirement to help you create more meaning

Robert Pagliarini Why did Robert love this book?

Too many retirees think that as they age, they must lose their energy and their health. That's crap.

You can upgrade your health as you age. You can gain more energy and vitality with each passing day, week, month, and year. This is a great book to introduce you to thinking about your health and aging differently.

Don't feel like you need to implement everything the author discusses, but use the book to expand your view of aging and what's possible. Your #1 job in retirement is to stay healthy. This book can help.

By Dave Asprey,

Why should I read it?

2 authors picked Super Human as one of their favorite books, and they share why you should read it.

What is this book about?

From Bulletproof creator and bestselling author Dave Asprey comes a revolutionary approach to anti-aging that will help you up your game at any age.

Dave Asprey suffered countless symptoms of aging as a young man, which sparked a life-long burning desire to grow younger with each birthday. For more than twenty years, he has been on a quest to find innovative, science-backed methods to upgrade human biology and redefine the limits of the mind, body, and spirit. The results speak for themselves. Now in his forties, Dave is smarter, happier, and more fit and successful than ever before.

In Super…


5 book lists we think you will like!

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