96 books like Boss

By Mike Royko,

Here are 96 books that Boss fans have personally recommended if you like Boss. Shepherd is a community of 10,000+ 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

Alan Paul Author Of Brothers and Sisters: The Allman Brothers Band and the Inside Story of the Album That Defined the '70s

From my list on books that changed the way I think and write about music.

Why am I passionate about this?

I am a journalist, author, guitarist, singer, and songwriter who has spent my career spreading the gospel of the music I love, notably the Allman Brothers Band and the blues masters. I’ve been a Guitar World writer and editor since 1991, profiled countless musicians for The Wall Street Journal, and lived in Beijing for four years, forming a blues band with three Chinese musicians that toured the country, recorded an album, and won awards. That experience has informed everything I’ve done since, including forming Friends of the Brothers, the premier celebration of the music of the Allman Brothers Band. 

Alan's book list on books that changed the way I think and write about music

Alan Paul Why did Alan love this book?

This masterful work helped me put context around music and musicians I already loved by fusing scholarly study and excellent biographical portraits of blues musicians, enlivened by vivid writing and a deep empathy for his subject matter. This is my own goal in everything I write, and this book has remained a touchstone throughout my career.

I went out of my way to hire Bob Palmer when I was Guitar World's managing editor, and getting to work with him remains a career highlight. I am not alone in my ardor for this book; it’s no coincidence that it appears on virtually every list created about blues or roots music on this site.

By Robert Palmer,

Why should I read it?

4 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

T.R. Napper Author Of 36 Streets

From my list on broken heroes.

Why am I passionate about this?

Not only am I a cyberpunk writer, I’m officially a Doctor of Cyberpunk. My Ph.D. thesis, The Dark Century: 1946–2046, looked at hardboiled fiction, film noir, and tech-noir (AKA cyberpunk) traditions across the past, the present, and an imagined future. It was a radical break from my previous career as an aid worker, where I ran poverty alleviation programs throughout Southeast Asia. And yet, I’ve drawn on that experience in my prose, using the experience of the cultures that I lived and worked in to breathe life into the settings for my short stories and novels. 

T.R.'s book list on broken heroes

T.R. Napper Why did T.R. love this book?

Dashiell Hammett, more than any other author, created the hardboiled anti-hero. He’s also a damn fine prose writer. I re-read one of his books every year because of this, hoping perhaps to absorb his spare, elegant style. Each sentence is brutally trimmed of any excess and yet resonates with layered meaning. 

Dashiell Hammett himself was a broken hero. He fought in two World Wars for his country and yet was sent to jail by the committee for un-American activities for refusing to name names. He was a communist, who yet, as a young man, worked for the fascist, union-busting Pinkertons.

A complex, troubled individual who created dark and cynical worlds, and none more cynical than that of The Maltese Falcon. Here, we have a femme fatale, a hardboiled detective, gangsters, and conmen, all vying for the titular prize. It is a mean-streets masterpiece. 

By Dashiell Hammett,

Why should I read it?

8 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

Marco Manfre Author Of Returning to the Lion’s Den: Life in an Organized Crime Family

From my list on mob stories that tell it like it is.

Why am I passionate about this?

Growing up in Brooklyn I heard stories about local mafia figures. Now, as the author of several books that deal with crime, I am passionate about good storytelling. I believe that a novel delving into the world of crime and criminals should be fast-paced and believable. Readers have told me that they give up on a book because, in their words: 1. “It isn’t believable” and 2. “It didn’t draw me in.” God forbid that any of the books I’ve written should fall into either of those categories! The books that I recommend are tops in the genre of The Best Mob Books That Tell It Like It Is.

Marco's book list on mob stories that tell it like it is

Marco Manfre Why did Marco love this book?

This book is the biography of Henry Hill, who, at the age of eleven, began working as an assistant for a boss of the Lucchese crime family in Manhattan. The book was turned into the movie Goodfellas, with Ray Liotta playing the role of Hill.

Fast-paced and filled with brutally violent incidents, Wise Guy portrays Henry Hill’s involvement in the life of the crime organization. In 1980, twenty-five years after he began working with the Lucchese family, Hill was arrested for heroin trafficking. Knowing he would be convicted at trial and would receive a lengthy sentence, and understanding that members of the family would likely have him murdered in prison, Hill testified under oath to federal prosecutors in return for admission into the Witness Protection Program.

By Nicholas Pileggi,

Why should I read it?

3 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

Nancy Nau Sullivan Author Of A Deathly Irish Secret

From my list on mysteries served with a side of humor.

Why am I passionate about this?

As an author, teacher, and newspaper journalist, my reading pattern has been eclectic; I’ve been enthralled with War and Peace and laughed at Janet Evanovich’s Stephanie Plum—and it all started when my mother introduced me to Laura Ingalls Wilder's Little House in the Big Woods when I was seven. How I ended up writing mysteries is something of a mystery to me, but I love writing setting, character, and the puzzle of it. With its fourth installment, A Deathly Irish Secret, the Blanche Murninghan mysteries keep on. I also wrote a suspense novel, The Boys of Alpha Block, about my years of teaching at a boys’ prison in Florida. The latter is not so funny.

Nancy's book list on mysteries served with a side of humor

Nancy Nau Sullivan Why did Nancy love this book?

No one does Florida-Funny like Carl Hiaasen.

A long-time columnist for the Miami Herald, Hiaasen has written theme-based novels about the foibles of Florida living—the politics, the sugar industry, the plastic surgery industry, the lottery. I imagine him banging out these novels with sardonic ire, seething at what has happened to his beloved Florida. But his rants are so funny readers need to stop from choking and hold onto to their hats.

I’ve read all of his books, and Tourist Season is one of my favorites, hooking me on page one with that mysterious limb found on the beach, page one. Then the race is on to find the culprit—and the rest of the poor devil who’s missing a leg. When asked where he gets his ideas, Hiaasen once said, “The police blotter…You can’t make this stuff up.”

By Carl Hiaasen,

Why should I read it?

2 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 Eight Faces at Three: A John J. Malone Mystery

Angela M. Sanders Author Of Witch upon a Star

From my list on screwball mysteries from the golden age of detection.

Why am I passionate about this?

Between humor and pathos, I lean humor. Even the saddest, most shocking events—murder, for instance—can be wrapped in kookiness. Combine this outlook with my love of old things (I’m sitting on a 1920s Chinese wedding bed and drinking from an etched Victorian tumbler at this very moment), and you’ll understand why I’m drawn to vintage screwball detective fiction. Although my mystery novels are cozies, I can’t help but infuse them with some of this screwball wackiness. I want readers to laugh, of course, but also to use my stories as springboards to see the hilarity and wonder in their own lives. 

Angela's book list on screwball mysteries from the golden age of detection

Angela M. Sanders Why did Angela love this book?

If screwball detective fiction intrigues you, you must read Craig Rice. Why not start with Eight Faces of Three, the mystery introducing the wacky, rye-soaked team of Jake Justus, Helene Brand, and John Joseph Malone?

Justus is a good-looking press agent and the book’s moral center; Brand is a gorgeous heiress and non-stop partier; and Malone is a stumpy lawyer-slash-PI with good instincts and better luck. Imagine Philip Marlowe meets the Marx Brothers.

In Eight Faces of Three, a young woman awakes to find her aunt murdered, all the house’s clocks set to 3 am, and herself the prime suspect.

Craig Rice was the first mystery writer to grace the cover of Time magazine. Her private life was strewn with ex-husbands and empty booze bottles, and she died way too young at 49.

However, her literary legacy—one critic dubbed her the “Dorothy Parker of detective fiction”—will keep her…

By Craig Rice,

Why should I read it?

1 author picked Eight Faces at Three as one of their favorite books, and they share why you should read it.

What is this book about?

Pioneering woman crime writer Craig Rice introduces her series sleuth, gin-soaked Chicago lawyer John J. Malone

John J. Malone, defender of the guilty, is notorious for getting his culpable clients off. It’s the innocent ones who are problems. Like Holly Inglehart, accused of piercing the black heart of her well-heeled and tyrannical aunt Alexandria with a lovely Florentine paper cutter. No one who knew the old battle-ax liked her, but Holly’s prints were found on the murder weapon. Plus, she had a motive: She was about to be disinherited for marrying a common bandleader.

With each new lurid headline, Holly’s…


Book cover of For the Thrill of It: Leopold, Loeb, and the Murder That Shocked Jazz Age Chicago

Rebecca Frost Author Of Words of a Monster: Analyzing the Writings of H.H. Holmes, America's First Serial Killer

From my list on crimes you've never heard of.

Why am I passionate about this?

I picked up my first book about Jack the Ripper the summer after college and never looked back. Since then my collection of true crime has grown to overflow my office bookshelves and I’ve written a PhD dissertation and multiple books about true crime, focusing on serial killers. The genre is so much more than Bundy, Gacy, and Dahmer and I love talking with people about the less mainstream cases that interest them, and the newer victim-centered approaches that—fingers crossed—mark a change in how we talk about criminals and victims.

Rebecca's book list on crimes you've never heard of

Rebecca Frost Why did Rebecca love this book?

Nathan Leopold and Richard Loeb set out to commit the perfect crime and ended up in newspapers as the perpetrators of “the crime of the century.” They kidnapped and murdered a teenage boy in Chicago in 1924, but both Leopold and Loeb were still considered boys themselves at the time. Clarence Darrow defended them at trial, arguing that they were guilty but that the situation had extenuating circumstances. Baatz’s book explores how two college students from good families ended up in prison for murder. Leopold’s family even came from Michigan’s Upper Peninsula, near where I currently live, so even though the case is almost 100 years old, it’s not as distant as it might seem.

By Simon Baatz,

Why should I read it?

2 authors picked For the Thrill of It as one of their favorite books, and they share why you should read it.

What is this book about?

It was a crime that shocked the nation: the brutal murder in Chicago in 1924 of a child by two wealthy college students who killed solely for the thrill of the experience. Nathan Leopold and Richard Loeb were intellectuals—too smart, they believed, for the police to catch them. When they were apprehended, state's attorney Robert Crowe was certain that no defense could save the ruthless killers from the gallows. But the families of the confessed murderers hired Clarence Darrow, entrusting the lives of their sons to the most famous lawyer in America in what would be one of the most…


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