66 Books Like Fast Company

In-depth interviews with eight of the most successful modern-day gambling pros. Billy Walters, the most successful sports bettor in Las Vegas history, had a 30-year winning streak and was so feared by the Vegas sports books, he had to hire “runners” to place his bets because the casinos refused his action. Tommy Hyland ran the biggest and longest-lasting blackjack team in history, winning millions from casinos in Atlantic City and Las Vegas. Alan Woods has won hundreds of millions using a computer system to beat the race tracks in Hong Kong. The interview format makes for truly compelling reading, as you get to learn these gamblers’ secrets in their own words.

The author, a former casino executive, exposes the industry’s “comp system,” through which casinos give away more than a billion dollars in “complimentaries” every year, as an enticement to get people to gamble. Although the book appears to be aimed at amateur gamblers looking for casino freebies (room, food, booze, show tickets, etc.), the information in this book has been devoured by professional gamblers at the highest levels because it reveals the inner workings of how players are evaluated and rated, with tips on how to look like you’re betting more than you are, how to look like you’re losing when you’re winning, and basically how to look dumb when you’re smart. I personally made a lot of money from the information in this book.

The four areas of a Las Vegas casino where you’d be likely to find the most professional gamblers would be the poker room, the blackjack pits, the race and sports book, and the video poker machines. Bob Dancer is one of the most successful video poker pros ever. He’s written numerous books on the subject, has put together highly-profitable video poker teams, and is widely recognized as the game’s top expert. This is his story about how he came to Las Vegas with $6,000 and within six years had won $1 million from playing video poker. Video poker is one of the most overlooked areas of professional gambling and one of the most accessible to players starting with a small bankroll.

Just about every pro gambler I know bets on sports. I have a whole shelf of books on sports betting and this is the only one I’ve read cover to cover. This book will capture you even if you don’t like sports. This is not about handicapping, regression analysis, and interpreting statistics (like most sports-betting how-tos). This author likes prop bets and writes about many actual bets he made and why he made them, usually based on clear logic. He talks about mistakes he’s made, lessons he’s learned. He steers you to the best online sportsbooks, the best sports data bases, and his favorite books on the subject. Fields has made his living from sports betting for more than twenty years. Plus, he’s really funny! 

In a self-conscious effort to re-enact Positively Fifth Street’s reimagining of the writer’s journey, Grantland Magazine assigned Colson Whitehead to cover the 2011 World Series in exchange for the $10,000 entry fee. He falls short of matching McManus’ success on the felt, but that’s not really the point: the meat is in the interaction between the poker and Whitehead’s struggle with depression. Which might be unbearable in the hands of anyone other than Colson Whitehead, maybe the best there is at crafting sentences that will make you laugh and wince at the same time.

Poker is an American game—maybe the most American game—but an Englishman elevated it into something literary: in 1981, Al Alvarez, a poet, editor, and critic best known for introducing the world to Sylvia Plath and Ted Hughes, traveled to Las Vegas to chronicle the World Series of Poker. His deceptively breezy account of the larger-than-life characters who played a card game for nosebleed stakes inspired a new generation of players to discover the world’s hardest way to make an easy living.

Crushing the Microstakes has been around since 2011, and it’s still highly recommended. This is a no B.S., straight to the point, but also a comprehensive 200+ page micro stakes cash game book. Nathan is one of the biggest winners at the micro stakes, and he shows the strategies he personally uses to beat these games in this book. The book covers just about everything you’d need to know to start beating micro stakes cash games, from player types to post-flop strategy.  

This book was groundbreaking when it was first released well over a decade ago and was a must-read for just about every poker player. In 2022, it’s considered a bit dated for tougher games, but for beginners and struggling poker players at the lower stakes, it is a must-read. Andrew Seidman covers a plethora of topics in an easy-to-understand manner. In fact, I regularly reference one of his coined poker terms, the Baluga Theorem, which I learned in this book to my poker students on a regular basis.

Grandissimo is a biography of Jay Sarno, the entrepreneur who built Caesars Palace and Circus Circus on the Las Vegas Strip and then lost his empire. 

It is fascinating to see read about how Caesars Palace started with humble beginnings before rising to its current prominent place of the Strip. The book’s title is taken from Sarno’s last great obsession: a new Las Vegas mega-resort that was never built, and the story of how that project never happened is just as interesting as the tales of how the other casino resorts succeeded.

As I read this book, it made me think of American Gods. The presence of god-like forces of good and evil interfering with human lives is the basis for all mythic stories, and I love the wit and humor with which Powers delivers this tale.

The story references myth directly, and the random chance so loved by the gods is a driving force behind this novel of redemption and crazy, universal connections.