Fans pick 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


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Book cover of Tap Dancing on Everest: A Young Doctor's Unlikely Adventure

Tap Dancing on Everest By Mimi Zieman,

Tap Dancing on Everest, part coming-of-age memoir, part true-survival adventure story, is about a young medical student, the daughter of a Holocaust survivor raised in N.Y.C., who battles self-doubt to serve as the doctor—and only woman—on a remote Everest climb in Tibet.

The team attempts a new route up…

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…


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Book cover of Grand Old Unraveling: The Republican Party, Donald Trump, and the Rise of Authoritarianism

Grand Old Unraveling By John Kenneth White,

It didn’t begin with Donald Trump. When the Republican Party lost five straight presidential elections during the 1930s and 1940s, three things happened: (1) Republicans came to believe that presidential elections are rigged; (2) Conspiracy theories arose and were believed; and (3) The presidency was elevated to cult-like status.

Long…

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 City Indian: Native American Activism in Chicago, 1893-1934

Coll Thrush Author Of Indigenous London: Native Travelers at the Heart of Empire

From my list on urban Indigenous lives.

Why am I passionate about this?

I came to Indigenous history through the experience as a settler growing up at the edge of a reservation. I also love cities as “texts,” and the ways in which urban places never fully erase what came before. These two interests led me to urban Indigenous studies. Urban and Indigenous histories are often treated as though they are mutually exclusive, when in fact they are deeply entangled with each other: for example, the majority of Indigenous people in the United States live in urban areas. These works capture the rich history of migration, political organizing, and cultural production that has taken place in Indigenous cities.

Coll's book list on urban Indigenous lives

Coll Thrush Why did Coll love this book?

LaPier and Beck’s book is the perfect backstory to Van Alst’s.

Chicago, built on the lands of the Three Fires Council, has a long history as an Indigenous metropolis, from activism around the famous 1893 World’s Fair to the building of urban Indian organizations. The authors show how Indigenous people are everywhere in the archives. 

By Rosalyn R. LaPier, David R. M. Beck,

Why should I read it?

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

What is this book about?

Robert G. Athearn Award from the Western History Association

In City Indian Rosalyn R. LaPier and David R. M. Beck tell the engaging story of American Indians who migrated to Chicago from across America to work and emerged as activists. From the 1893 World's Columbian Exposition to the 1934 Century of Progress Fair, American Indians in Chicago voiced their opinions about political, social, educational, and racial issues.
City Indian focuses on the privileged members of the American Indian community in Chicago: doctors, nurses, business owners, teachers, and entertainers. During the Progressive Era more than any other time in the city's…


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Book cover of Benghazi! A New History of the Fiasco that Pushed America and its World to the Brink

Benghazi! A New History of the Fiasco that Pushed America and its World to the Brink By Ethan Chorin,

Benghazi: A New History is a look back at the enigmatic 2012 attack on the US mission in Benghazi, Libya, its long-tail causes, and devastating (and largely unexamined) consequences for US domestic politics and foreign policy. It contains information not found elsewhere, and is backed up by 40 pages of…

Book cover of Then We Came to the End

Jinwoo Chong Author Of Flux

From my list on to cure (or rather validate) your post-capitalist malaise.

Why am I passionate about this?

In 2017, I was laid off from my first job out of college, an experience that I think more young people are going through as we move further into an uncertain economic future. That experience formed the basis of my novel, which was published earlier this year. Afterwards, I met a lot of people, most of whom I didn’t know, who told me they’d resonated with the feeling of malaise captured by those first few chapters: of working jobs that seem to be dead ends, wondering if you’ll be here, at this desk, twenty years from now. It’s something most everybody can relate to but doesn't appear in novels nearly as much as it should.

Jinwoo's book list on to cure (or rather validate) your post-capitalist malaise

Jinwoo Chong Why did Jinwoo love this book?

This may be the first book one thinks of when picturing The American Office Novel. It’s one of the older books on this list. It’s also the funniest, and strangest, and the truest.

Centered around a Chicago advertising agency struggling to preserve its relevancy amid the vastly changing media landscape of the 90s and employing one of the only uses of first-person plural that I think works in entirety, this book is a true gem, a marvel that tells a fairly straightforward story that practically vibrates with the amount of beautiful, carefully arranged detail throughout it. 

By Joshua Ferris,

Why should I read it?

1 author picked Then We Came to the End as one of their favorite books, and they share why you should read it.

What is this book about?

No one knows us quite the same way as the men and women who sit beside us in department meetings and crowd the office refrigerator with their labeled yogurts. Every office is a family of sorts, and the ad agency Joshua Ferris brilliantly depicts in his debut novel is family at its strangest and best, coping with a business downturn in the time-honored way: through gossip, pranks, and increasingly frequent coffee breaks. With a demon's eye for the details that make life worth noticing, Joshua Ferris tells a true and funny story about survival in life's strangest environment--the one we…


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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