48 books like Liar's Poker

As everyone knows at this point, anything Michael Lewis writes will be enormous fun to read, while being about something really important—something he’ll make you care about even if you didn’t when you started the book.

In this case, the subject is people who bet on the direction of mortgages (and thus, house prices), and how those who bet on a huge plunge were right. This book has an amazing cast of characters, all richly drawn: some are smart, some are not so smart; some are excellent schmoozers, some can barely tolerate human interaction; some care a lot about money, some care more about being right, especially if everyone else is wrong.

Each book I've recommended cries out to be made into a movie. This one actually was.

This fascinating read tells the story of the rise and then spectacular fall of the once celebrated hedge fund Long-Term Capital Management.

What made LTCM so attractive to Wall Street investors was its stable of "dream team" quants and financial minds, led by the laconic John Merriweather. Merriweather (featured in the opening Chapter of Liar's Poker) was a former Solomon Brothers bond-trading guru, who after leaving the firm amid a scandal managed to assemble a team of financial powerhouses that included two Nobel Laureates as well as a cadre of respected traders.

From 1993 to 1997 LTCM's returns were first-rate; the sky seemed the limit for this small band of supertraders, professors, and modelers who arrogantly considered themselves a cut above the rest of The Street.

But in 1998, it all came crashing down...and right quick. Having believed their financial models could accurately predict price action not just in… show more.

A history of hedge funds might seem like a weird recommendation by someone who has written a paean to passive investing.

But my favourite books use a subject to tell a much broader story, and Mallaby’s definitive book on the hedge industry manages to show how even the most illustrious investing careers can fizzle out as market regimes ebb and flow.  

It is a shame the author of this book died in the 9/11 World Trade Center terrorist attack because I always wanted to hear more from him. As with most of the books on this list, for me the details of what he did (did he enter with moving averages? How did he apply stochastics to his entry signals? Etc.) are not nearly as important as his mental state of mind. What did he feel like losing $1 million? How did he recover mentally? For me, being a good trader involves dealing with losses, and this book does a superb job of detailing how one trader did just that.

I love the way Wolfe brings one of the more arcane areas of the financial markets to life - namely bankruptcy workout - and skewers the greed and ambition of real estate investors in the 1990s.

I’m a huge admirer of Wolfe’s technique of writing a novel using journalistic interviews, and I’m struck by the way he nails the characters and actions when he describes how the bankruptcy process works. And all while keeping the reader absolutely hooked on the narrative.

I go back to Wolfe’s novels again and again, not just to be amused and entertained but to get a real insight into the dark heart and often absurd workings of the financial system.

The book does an outstanding job in describing the people and events that produced the October 1929 stock market crash in a highly entertaining style. Galbraith wrote more like a witty and insightful journalist than the award-winning economist that he was. This is a must-read for anyone who wants to learn about American financial history. The book is a model for writers who want to educate non-experts about public policy issues.

Of all the books about trading written over the decades, perhaps none is still so beloved, revered, and followed as this 1923 classic by journalist Edwin Lefèvre. Although technically a work of fiction, the book really is about the life and trading style of one of the greatest speculators of all time, Jesse Livermore (told under the guise of “Larry Livingston”).

What makes this book such a treasure is not just its fun prose, and interesting glimpse into what the process of investing in old exchanges and “bucket shops” was over a century ago, when ticker-tape and board boys with chalk and ladders were one’s only information about market prices, but also how the mind of one of the world’s greatest traders worked.

This book offers many gems of knowledge about trading—based upon the general principle that, although methods and technologies change, human nature does not and therefore “there is… show more.

A relatively new arrival on the list, Dreyfuss’s diligently crafted book is the most in-depth look at one of Wall Street’s most spectacular, if lesser-known, collapses in 2006.

The book takes us through the rise of two forces in energy trading embarking on a collision course that would be the ruin of one and an immense windfall of the other. Amaranth hedge fund was an up-and-comer and darling of the hedge fund space. Boasting stellar returns on its several billion in capital, it was able to raise massive sums to hand over to its wunderkind energy trading guru, the Canadian Brian Hunter.

Hunter had set out to dethrone John Arnold at Centaurus (the former Enron whiz kid and youngest member of the Forbes 400) as the biggest energy derivatives trader on the Street. Hunter’s ego soon got him into trouble when a series of disastrous and massively overleveraged bets collapsed,… show more.

“Sentimental” is maybe the last word you’d use to describe Ellis’ fiction, but Less Than Zero is an elegant proof that form needn’t follow function.

For all the sparseness of its language and pitilessness of its characters, there is a profound empathy for its narrator Clay, a pensive college freshman who’s returned home to California for Christmas break. Clay expends no outward moral judgment on the depravity of those who populate his very Gothic Los Angeles, but we come to intuitively understand his reticence as less a disposition than a defense.

It is precisely in how he understates his pain that we feel just how total it is.

The first novel about legendary private eye Phillip Marlowe is also the first mystery novel that ever made me cry when I turned the last page.

Marlowe’s poetic narration and bruised outsider’s voice offer a cynical but also strangely hopeful perspective on both the shady underworld types and the corrupt high-society folk who fill the “mean streets” down which Marlowe must walk (in Chandler’s much-quoted phrase).

Why hopeful when death–the big sleep–awaits us all? Because a man of principles like Marlowe can still bring a measure of justice in this unjust world, sometimes just by bearing witness.