100 books like The Gambler

I am a recovered (not “recovering”) addict and writer. These days I write historical fiction because I enjoy an escape from present-day reality, and research is fun. But I started writing as a way to make sense of my chaotic world and in hopes of healing myself. Something was broken inside me, and I didn’t know how to fix it. So I wrote about the shadowy realms of my life and kept on writing until somehow I was able to let go of the past and create a different life, one which would not land me upside down in a ditch with my neck broken and my tires spinning. 

All of the books on my list are about characters who—either due to their own failings and character flaws, or bad luck, or the body blows that life has thrown their way, or a combination of all those things—have hit rock bottom (though as it sometimes turns out, there’s a bottom below that bottom). I think because of my own struggles, and because I’ve often been my own worst enemy, I’ve found comfort in reading stories of this sort. Like many of the writers on my list, I’ve also found that, more often than not, the only way out was to start writing about what I was going through. 

All of the books on my list are about characters who—either due to their own failings and character flaws, or bad luck, or the body blows that life has thrown their way, or a combination of all those things—have hit rock bottom (though as it sometimes turns out, there’s a bottom below that bottom). I think because of my own struggles, and because I’ve often been my own worst enemy, I’ve found comfort in reading stories of this sort. Like many of the writers on my list, I’ve also found that, more often than not, the only way out was to start writing about what I was going through. 

All these pugilistic narratives touch on people in hardship moving through dark spaces in their lives. I care about people on the fringes. I’ve known many people who have little or nothing. For a lot of my life, I’ve had little. I used to box. When something’s in your blood, you think about it every day. I can’t remember a day I haven’t thought about boxing. Once you’ve done it, it’s hard not to want to go back. You try to just pretend it away, but when it’s in you, it’s got hold. Because I understand this so well, feel it, have lived it, I absorb these boxing stories in a different kind of way. 

My father, when he consented to talk about all the moments in his life when the odds against his survival were so small as to make them statistically non-existent, would say, ‘I was lucky.’ Trying to understand what he meant got me started on this book. As well as being a novelist, I’m a poker player. Luck is a subject that every poker player has a relationship to; more importantly it’s a subject that every person has a relationship to. The combination of family history and intellectual curiosity and the gambler’s desire to win drove me on this quest.

My father, when he consented to talk about all the moments in his life when the odds against his survival were so small as to make them statistically non-existent, would say, ‘I was lucky.’ Trying to understand what he meant got me started on this book. As well as being a novelist, I’m a poker player. Luck is a subject that every poker player has a relationship to; more importantly it’s a subject that every person has a relationship to. The combination of family history and intellectual curiosity and the gambler’s desire to win drove me on this quest.

My father, when he consented to talk about all the moments in his life when the odds against his survival were so small as to make them statistically non-existent, would say, ‘I was lucky.’ Trying to understand what he meant got me started on this book. As well as being a novelist, I’m a poker player. Luck is a subject that every poker player has a relationship to; more importantly it’s a subject that every person has a relationship to. The combination of family history and intellectual curiosity and the gambler’s desire to win drove me on this quest.

My father, when he consented to talk about all the moments in his life when the odds against his survival were so small as to make them statistically non-existent, would say, ‘I was lucky.’ Trying to understand what he meant got me started on this book. As well as being a novelist, I’m a poker player. Luck is a subject that every poker player has a relationship to; more importantly it’s a subject that every person has a relationship to. The combination of family history and intellectual curiosity and the gambler’s desire to win drove me on this quest.

Growing up in a strait-laced Southern family, I was always fascinated with casinos. In my twenties on a summer hiatus from teaching in North Carolina, I drove to California and became a dealer at Caesars in Lake Tahoe. My mother highly disapproved of my working in a casino, "a place so bad it has 'sin' in the middle." Eventually, I returned east to take a hi-tech job in Boston. I also began working on my MFA in writing at Emerson. My characters were breathed into life from my years in the gambling industry. You learn a lot about the human personality when you watch thousands of people from behind the felt of a blackjack table.

I’ve been playing card games since childhood, and have had a parallel interest in the mathematics behind the games for nearly as long. While I didn’t visit Las Vegas in person until 2000, the stories of how that city was built around the gaming industry quickly came to fascinate me. Digging into the details of the people who have made that city what it is and have come to make their way in the desert has been a fascinating sidelight that has enhanced my recent work writing books on gambling mathematics.