99 books like Boss

By Mike Royko,

Here are 99 books that Boss fans have personally recommended if you like Boss. Shepherd is a community of 12,000+ authors and super readers sharing their favorite books with the world.

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Book cover of Deep Blues: A Musical and Cultural History of the Mississippi Delta

Willy Bearden Author Of Mississippi Hippie: A Life in 49 Pieces

From my list on Southern culture.

Why am I passionate about this?

Since childhood, I have been fascinated by the culture and stories of my place, the Mississippi Delta. I began my education in the beauty shop, where my mother “fixed” hair six days a week. I continued my education in the pool hall when I was 13 or 14, listening to the braggarts and fools who pontificated about every subject under the sun. I escaped to Memphis in the late 60s and became a hippie, drinking in the experience of Memphis’ electric streets. These experiences informed my thinking and helped me become a writer and filmmaker.

Willy's book list on Southern culture

Willy Bearden Why did Willy love this book?

The story of American music is laid out in a fascinating series of stories by musicologist and former New York Times music critic Robert Palmer. Palmer used interviews with Muddy Waters and many other bluesmen to explain how this music traveled from Africa to the American South and then up to Chicago, Detroit, and other northern cities.

It is an in-depth look at the stories and myths of the South and the people who made their escape from the brutal cotton fields and racial segregation of the times. This book is a must for anyone wanting to know the beginnings and significance of American music.

By Robert Palmer,

Why should I read it?

5 authors picked Deep Blues as one of their favorite books, and they share why you should read it.

What is this book about?

Blues is the cornerstone of American popular music, the bedrock of rock and roll. In this extraordinary musical and social history, Robert Palmer traces the odyssey of the blues from its rural beginnings, to the steamy bars of Chicago's South Side, to international popularity, recognition, and imitation. Palmer tells the story of the blues through the lives of its greatest practitioners: Robert Johnson, who sang of being pursued by the hounds of hell; Muddy Waters, who electrified Delta blues and gave the music its rock beat; Robert Lockwood and Sonny Boy Williamson, who launched the King Biscuit Time radio show…


Book cover of Chicago Blues: The City and the Music

Alan Harper Author Of Waiting for Buddy Guy: Chicago Blues at the Crossroads

From my list on the blues, Chicago, and the Chicago blues.

Why am I passionate about this?

Call me contrarian, but when most of my school friends were into Bowie, Zeppelin, and Genesis, I was saving up for Muddy Waters’ Greatest Hits and discovering how a single note from Albert King’s guitar could send chills down your spine. The music inspired me to spend a summer in Chicago in 1979, aged 20, and I went back in 1982. It took me 30-odd years to get round to writing it, but this book is the result of those adventures, when a guileless British youth found himself welcomed into the noisy, friendly, creative, chaotic, nurturing, and overwhelmingly black world of the Chicago blues, a long time ago.

Alan's book list on the blues, Chicago, and the Chicago blues

Alan Harper Why did Alan love this book?

This originally came out in 1973 as Chicago Breakdown, and has probably never been out of print. Rowe is an English blues historian and record collector, and his obsessive fascination with the musicians, labels, and clubs that created the blues in Chicago’s golden years drips off every page, from Lester Melrose’s Bluebird label through to the Chess Records giants – Muddy Waters, Little Walter, Howlin Wolf and “the last of the great blues poets”, Sonny Boy Williamson.  Much of Rowe’s work has no doubt been superseded by the veritable industry of blues research that has sprung up in the years since publication, but Chicago Blues was a major milestone, and remains the indispensable key to an understanding of the city’s music scene.

By Mike Rowe,

Why should I read it?

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

What is this book about?

Chicago has always had a reputation as a "wide open town" with a high tolerance for gangsters, illegal liquor, and crooked politicians. It has also been the home for countless black musicians and the birthplace of a distinctly urban blues,more sophisticated, cynical, and street-smart than the anguished songs of the Mississippi delta,a music called the Chicago blues. This is the history of that music and the dozens of black artists who congregated on the South and Near West Sides. Muddy Waters, Big Bill Broonzy, Howlin' Wolf, Elmore James, Tampa Red, Little Walter, Jimmy Reed, Otis Rush, Sonny Boy Williamson, Junior…


Book cover of Urban Blues

Alan Harper Author Of Waiting for Buddy Guy: Chicago Blues at the Crossroads

From my list on the blues, Chicago, and the Chicago blues.

Why am I passionate about this?

Call me contrarian, but when most of my school friends were into Bowie, Zeppelin, and Genesis, I was saving up for Muddy Waters’ Greatest Hits and discovering how a single note from Albert King’s guitar could send chills down your spine. The music inspired me to spend a summer in Chicago in 1979, aged 20, and I went back in 1982. It took me 30-odd years to get round to writing it, but this book is the result of those adventures, when a guileless British youth found himself welcomed into the noisy, friendly, creative, chaotic, nurturing, and overwhelmingly black world of the Chicago blues, a long time ago.

Alan's book list on the blues, Chicago, and the Chicago blues

Alan Harper Why did Alan love this book?

It began as a master’s thesis in the early Sixties, when the blues was still (just) alive and evolving, and still celebrated by its traditional black audiences. By the time the book was published in 1966, however, white fans had ‘discovered’ the music, and everything was changing. Pounding, repetitive tunes of the kind written by Willie Dixon at Chess and popularised by English R&B bands, became the canon. The blues, with a new rock audience unaware of its rich variety and deep hinterland, was reduced to a single rather tedious idea. It didn’t have to be like this. It’s not the fault of those white R&B bands, but if they had been less fixated on Chicago and opened themselves up to influences from Detroit, say, and Memphis, we might now be living in a different musical world. Keil provides a glimpse of it.

By Charles Keil,

Why should I read it?

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

What is this book about?

Keil's classic account of blues and its artists is both a guide to the development of the music and a powerful study of the blues as an expressive form in and for African American life. This updated edition explores the place of the blues in artistic, social, political, and commercial life since the 1960s. "An achievement of the first magnitude...He opens our eyes and introduces a world of amazingly complex musical happening."--Robert Farris Thompson, Ethnomusicology


Book cover of Feel Like Going Home

Alan Harper Author Of Waiting for Buddy Guy: Chicago Blues at the Crossroads

From my list on the blues, Chicago, and the Chicago blues.

Why am I passionate about this?

Call me contrarian, but when most of my school friends were into Bowie, Zeppelin, and Genesis, I was saving up for Muddy Waters’ Greatest Hits and discovering how a single note from Albert King’s guitar could send chills down your spine. The music inspired me to spend a summer in Chicago in 1979, aged 20, and I went back in 1982. It took me 30-odd years to get round to writing it, but this book is the result of those adventures, when a guileless British youth found himself welcomed into the noisy, friendly, creative, chaotic, nurturing, and overwhelmingly black world of the Chicago blues, a long time ago.

Alan's book list on the blues, Chicago, and the Chicago blues

Alan Harper Why did Alan love this book?

A series of profiles of the author’s musical heroes, along with erudite essays on blues, rock’n’roll, and Chess Records, this is an essential primer. You cannot understand the place of the blues in modern culture without also understanding Little Richard, Elvis Presley, the relationships between white label bosses and their black artists, and the ever-present, inescapable fact of musical cross-pollenation. Chess had Muddy Waters on its roster, and Howlin Wolf, but also Chuck Berry, Ramsey Lewis, and The Moonglows. Guralnick’s writing is elegant, informed, and self-aware, and from Skip James to Jerry Lee Lewis, in the 50 years since its publication, the reputations of his book’s iconic subjects have rocketed in value.

By Peter Guralnick,

Why should I read it?

1 author picked Feel Like Going Home as one of their favorite books, and they share why you should read it.

What is this book about?

Examines the cultural factors which have influenced the musical careers and styles of such individuals as Jerry Lee Lewis, Muddy Waters, and Johnny Shines.


Book cover of Get Shorty

Marjorie McCown Author Of Final Cut

From my list on crime about Hollywood.

Why am I passionate about this?

I've been hooked on the magic of storytelling since childhood, always eager to go wherever imagination can take me. I think that early fascination led me to become a costume designer because costume design is about using clothing to help tell a story. I spent 27 years working on the costume design teams for films like Forrest Gump, Apollo 13, Angels & Demons, and The Curious Case of Benjamin Button. When I decided to take what felt like a logical creative step, to write my own stories, I knew I wanted to write murder mysteries. And I thought the world behind the scenes of a movie would make the perfect setting.   

Marjorie's book list on crime about Hollywood

Marjorie McCown Why did Marjorie love this book?

Elmore Leonard knew the vagaries of the movie business back to front, and he serves them up on a platter of delicious satire in this story about an East Coast loan shark, Chili Palmer, who comes to Los Angeles chasing a deadbeat debtor and winds up in his own fractured fairy tale version of the Hollywood dream.

Chili’s an endearing character, street smart with a unique blend of humility and self-confidence. When his collection job throws him into company with a group of movie people, he sees them and their milieu with clear-eyed objectivity.

Talking to an underworld associate, he says, “The movie business, you can do anything you want because there’s nobody in charge.” Leonard’s mastery of dialogue and character, along with his wit and sly affection for the industry he’s skewering combine to make this book a complete delight. 

By Elmore Leonard,

Why should I read it?

7 authors picked Get Shorty as one of their favorite books, and they share why you should read it.

What is this book about?

A thriller filled with Leonard's signatures - scathing wit, crackling dialogue, twisted plot, mad scams - and set in the drug sodden world of Hollywood.


Book cover of The Maltese Falcon

Michael Amedeo Author Of Past Tense: A Matt Moulton Mystery

From my list on American novels centering on private detectives.

Why am I passionate about this?

I’ve been a journalist who’s focused on culture, particularly film, and especially classic film and film noir. That sparked me to write two crime novels, with a third on the way, for Level Best Books. The first came out in February. The next will reach the market in May 2025. The third will come out in 2026. For more information, please go to my website.

Michael's book list on American novels centering on private detectives

Michael Amedeo Why did Michael love this book?

Did this book give birth to hardboiled literature? No, but I feel it mothered and fathered it. 

Did this book—when filmed in 1941—give rise to film noir? I would say yes or “oui.”

This book lives on in libraries and bookstores, in minds and memories, on screens big and small, as a cultural masterpiece. But please don’t get me wrong about masterpiece. Hammett’s existential story of antiheroic private detective Sam Spade wriggling out of death as he fends off the cagey but crazed pursuers of a worthless “jeweled” bird breathes more deeply, more compellingly every time I re-read it. Through the book, I face the dark—and find the gloom almost charming. 

By Dashiell Hammett,

Why should I read it?

11 authors picked The Maltese Falcon as one of their favorite books, and they share why you should read it.

What is this book about?

One of the greatest crime novels of the 20th century.

'His name remains one of the most important and recognisable in the crime fiction genre. Hammett set the standard for much of the work that would follow' Independent

Sam Spade is hired by the fragrant Miss Wonderley to track down her sister, who has eloped with a louse called Floyd Thursby. But Miss Wonderley is in fact the beautiful and treacherous Brigid O'Shaughnessy, and when Spade's partner Miles Archer is shot while on Thursby's trail, Spade finds himself both hunter and hunted: can he track down the jewel-encrusted bird, a…


Book cover of Wise Guy

S.J. Peddie Author Of Sonny: The Last of the Old Time Mafia Bosses, John "Sonny" Franzese

From my list on life in the Mafia.

Why am I passionate about this?

Having grown up in Minnesota, I didn’t even know about the existence of the Mafia until I saw The Godfather! After I moved to New York to work in journalism, I was stunned to see how intertwined mob guys were with every facet of life, from government to entertainment to grocery stores. I became a passionate reader (and now writer) of Mafia history so that I could understand it. I find mob stories endlessly fascinating because of what they reveal about human nature. Organized crime hasn’t gone away, and we ignore it at our peril. I think you'll enjoy these recommendations.

S.J.'s book list on life in the Mafia

S.J. Peddie Why did S.J. love this book?

I loved this book because it put me right there in the life, with all the violence, plots, girlfriends, and craziness. Author Nicholas Pileggi is a master of the craft. He drew me in immediately by capturing the voice of Henry Hill; mob associate turned informant.

I learned things I didn’t know–and some things I didn’t want to know–about the life. When I saw Goodfellas, the Martin Scorsese movie based on the book, it all rang true again.

By Nicholas Pileggi,

Why should I read it?

4 authors picked Wise Guy as one of their favorite books, and they share why you should read it.

What is this book about?

A longtime member of organized crime recounts his criminal career, his involvement in the six-million dollar Lufthansa robbery, and his decision to become a federal witness.


Book cover of Tourist Season

Susie Black Author Of Death by Jelly Beans

From my list on funny men whose stories take place in Florida.

Why am I passionate about this?

I am Susie Black. Before I became an award-winning, humorous, cozy mystery author, I had a successful career as a ladies’ swimwear sales exec. As you can imagine, I spent a lot of time in Florida. I interacted with progressive, traditional, and conservative buyers and sellers from large cities to small towns all over the Sunshine State. My experiences gave me a unique perspective on the social mores and hierarchy of Florida’s diverse, multi-layered, and complicated society. 

Susie's book list on funny men whose stories take place in Florida

Susie Black Why did Susie love this book?

As someone who has lived for several decades in a resort area that relies exclusively on tourists to survive, it was no shock that I was all over Carl Hiaasen’s book like white is to rice. I loved how biting humor could shine a light on the dark side of tourism and the impact it had on the locals.

Hiaasen’s debut book is a fast-paced masterpiece that focuses on protecting the Sunshine State from greedy, corrupt characters. I found myself in the unique role of rooting for Eco-terrorists, trying to scare builders away from further developing South Florida by murdering tourists and snowbirds. 

By Carl Hiaasen,

Why should I read it?

3 authors picked Tourist Season as one of their favorite books, and they share why you should read it.

What is this book about?

Take a trip to exotic South Florida with this dark, funny book that established Carl Hiaasen as one of the top mystery writers in the game.

The first sign of trouble is a Shriner's fez washed up on a Miami beach. The next is a suitcase containing the almost-legless body of the local chamber of commerce president found floating in a canal...

The locals are desperate to keep the murders under wraps and the tourist money flowing. But it will take a reporter-turned–private eye to make sense of a caper that mixes football players, politicians, and one very hungry crocodile…


Book cover of Nature's Metropolis: Chicago and the Great West

Tore C. Olsson Author Of Red Dead's History: A Video Game, an Obsession, and America's Violent Past

From my list on the Wild West and turning the myths upside down.

Why am I passionate about this?

History and video games have defined much of my life, so it’s no surprise I’m writing about both. I was born in Sweden and first encountered the Wild West through the Lucky Luke comic books (huge in Europe!), and they instilled in me a fascination with American history. I emigrated to the U.S. with my family at age 8 and misspent most of my adolescence playing video games. In college, I returned to my childhood passion for studying the past and earned a BA, MA, and PhD in American history. Since 2013, I’ve been a professor at the University of Tennessee. Red Dead’s History is my second book.

Tore's book list on the Wild West and turning the myths upside down

Tore C. Olsson Why did Tore love this book?

When folks think of the late 1800s West, they think of many things–cowboys, railroads, ranches, gunslingers, and morebut they rarely think about big cities. Bill Cronon’s stunning book forever changes that.

He demonstrates that pretty much no corner of the West could escape the shadow of Chicago–the looming metropolis that ordered so much of Western life. Cows, cowboys, and ranchers all bowed to the Chicago meatpackers. Just about every Western railroad stopped in the city. And farmers across the West planted their fields based on the prices at the Chicago Board of Trade.

Cronon masterfully shows that country and city weren’t polar opposites but two sides of the same coin.

By William Cronon,

Why should I read it?

7 authors picked Nature's Metropolis as one of their favorite books, and they share why you should read it.

What is this book about?

In this groundbreaking work, William Cronon gives us an environmental perspective on the history of nineteenth-century America. By exploring the ecological and economic changes that made Chicago America's most dynamic city and the Great West its hinterland, Mr. Cronon opens a new window onto our national past. This is the story of city and country becoming ever more tightly bound in a system so powerful that it reshaped the American landscape and transformed American culture. The world that emerged is our own.

Winner of the Chicago Tribune Heartland Prize


Book cover of The Assassination of Fred Hampton: How the FBI and the Chicago Police Murdered a Black Panther

Paul Bass Author Of Murder in the Model City: The Black Panthers, Yale, and the Redemption of a Killer

From my list on Black protest and government resistance.

Why am I passionate about this?

Paul Bass is the co-author with Douglas W. Rae of Murder in the Model City: The Black Panthers, Yale, and the Redemption of A Killer. Paul has been a reporter and editor in New Haven, Conn., for over 40 years. He is the founder and editor of the online New Haven Independent.

Paul's book list on Black protest and government resistance

Paul Bass Why did Paul love this book?

The era of COINTELPRO and Black Power is filled with stories that can become muddier to tease out as more gets revealed. Not Fred Hampton’s story  —  this was clear-cut, brutal FBI and Chicago police overreach to silence dissent. Haas’s book offers a firsthand account by an attorney who helped dig out the facts, and preserved the poignancy of what it felt like to experience the events.

By Jeffrey Haas,

Why should I read it?

1 author picked The Assassination of Fred Hampton as one of their favorite books, and they share why you should read it.

What is this book about?

Read the story behind the award-winning film Judas and the Black Messiah

On December 4, 1969, attorney Jeff Haas was in a police lockup in Chicago, interviewing Fred Hampton’s fiancée. Deborah Johnson described how the police pulled her from the room as Fred lay unconscious on their bed.

She heard one officer say, “He’s still alive.” She then heard two shots. A second officer said, “He’s good and dead now.” She looked at Jeff and asked, “What can you do?” The Assassination of Fred Hampton remains Haas’s personal account of how he and People’s Law Office partner Flint Taylor pursued…


Book cover of Deep Blues: A Musical and Cultural History of the Mississippi Delta
Book cover of Chicago Blues: The City and the Music
Book cover of Urban Blues

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