3 Shades of Blue: Miles Davis, John Coltrane, Bill Evans, and the Lost Empire of Cool – James Kaplan

May 26, 2026, marked the one hundredth anniversary of the birth of the legendary jazz musician Miles Dewey Davis, III (1926-1991). I can still remember when the news broke of his death on September 28, 1991, in Santa Monica, California. It was a shock and I remember my uncle, a jazz enthusiast burying his head in his hands. I was young at the time, but had been exposed to Davis by my father, uncles, and aunts, and knew many of his songs which I hummed in my head. It did not seem real that one of the people who helped transform a genre of music was no longer with us, but the disheartening reality began to set in. Miles Davis was gone and with him went a piece of jazz music history. However, his memory lives on through his music, the internet, and social media. Miles was amazing, but he had helped and he also helped others who had distinguished careers of their own. Among them were John Coltrane (1926-1967) and Bill Evans (1929-1980). These three titans are the subject of this book by James Kaplan which captivated me from the start and refuses to let go long after I have finished it.

I saw this recommendation in my weekly list of reads and decided to look at the summary. And it only took a few sentences for me to realize that this was a book I must read. Kaplan sat down for an interview with Davis and that provides the back story for the book. Davis did write an autobiography with author Quincy Troupe which is an enjoyable read on its own. This book takes a different approach to a typical biography and while the book is initiated through Davis, we also follow the lives of Coltrane and Evans who both play with Miles and go on to play with groups of their own. But before they left Miles, they created music which will always stand the test of time. And while their musical accomplishments take center stage, their personal lives are stories of their own which reveal the dark side of jazz and the unpredictable journeys we take in life.

Prior to reading the book, I was familiar with Davis’s life from his autobiography, and from the autobiography his former wife Cicely Tyson (1924-2021) titled ‘Just as I Am‘ and the 2019 Netflix documentary ‘Miles Davis: The Birth of Cool‘. I was also familiar with John Coltrane’s story, told in the book ‘Coltrane: Chasin the Trane‘ by J.C. Thomas and the focus of the 2016 Netflix documentary ‘Chasing Trane‘. Evans was the musician I lacked knowledge of and I had a feeling that this book would change that and my hunch was correct. So, I picked up my Kindle and began reading Kaplan’s work which has changed the way I view the late artists.

I enjoyed reading about the three musicians, each with a phenomenal gift which they dutifully applied to their craft. However, there are other musicians in the story, and their names should also be remembered. Due to the instability of the industry and personal differences and issues, these musicians seem to jump around in the story, playing with one group in week one and another by week three. In hindsight, they played whenever and wherever they could to earn money and sharpen their skills. They did not work a normal nine to five. But what they did do, was take jazz to another level and the history changing events are beautifully told by Kaplan as hit songs come together in the studio sometimes without much planning such as the classic tune ‘So What‘. They played together, ate together, and learned to reinvent music together, and as a result, they left us with music that can never be duplicated. There are many bright moments in the book but there is also the dark side, and Kaplan pulls no punches regarding the demons each man faced. And these parts of the book are not for the faint of heart.

Readers may find it overwhelming that the musicians discussed in the book were creating some of the best music of their time while also battling the demons which came with substance abuse. Davis’s and Coltrane’s battles with drug abuse are known, but I was not aware of Evans’s struggle with addiction. Reading about their struggles was heartbreaking and I could only shake my head at how commonplace using opioids and other drugs became. And hovering over the book like a dark cloud was the enigmatic and tragic Charlie “Bird” Parker (1920-1955). Parker’s story is insane and his passing at the age of thirty-four is one of the most shocking moments in the book. But as they say in Hollywood, the show must go on and it did, but Parker would not be the only artists to die early. In fact, the amount of people who died at young ages in the book is surreal. To be fair, not all were from substance abuse, but the sad reality is that most of them did not live long. Some did have long lives, and I thoroughly enjoyed reading about the late Sonny Rollins (1930-2026) who lived to the age of ninety-five. In short, there is a lot of heartache in the story which may have fueled their loyalty to their craft of making music.

Anyone who has a close friend or family member battling substance abuse knows how difficult that road is. In the book the same applies and each man would have more than one marriage and multiple children. In the case of Davis, his demons are also manifested in dark physical terms which I find disturbing even as a fan of his music. While it is true that the drugs played a significant role in his behavior, some of his actions remain haunting as well as his living conditions when he was at rock bottom. The description of his apartment during this time left me speechless. Coltrane’s transgressions are also hard to digest, and I could feel a pit in my stomach as the year 1967 approaches because it would be his last. Kaplan revisits Coltrane’s last moments but the book but readers will find a more extensive discussion of his physical decline in Thomas’s book. Evans’s demise is also a tragedy which plays out slowly and it left me reeling. I felt a sense of immense loss as the lives of these legendary musicians ended. Added to Evans’ story is the death of ex-girlfriend Ellaine Schultz, whose co-dependency with him is a classic tale of addiction with a conclusion that is sobering and chilling. And for the Black musicians the issue of race is one which they could not escape, and there is no way Kaplan could tell their stories without that component.

The deaths of Davis, Coltrane and Evans give the book a somber undertone, but overall story is absolute gold and is one of the best views into the jazz world at that time. As I read, I could hear all the tunes come roaring back to life with John Coltrane’s ‘A Love Supreme‘ being one of them. And Davis’s work ‘A Kind of Blue‘ featuring both Coltrane and Evans is a jazz masterpiece. They lived fast, played hard, loved harder and had their faults as we all do. But during their lives, they help create the birth of cool and music which will remain with us for time immemorial. I hated that the book had to end and could have continued reading about the artists for hours. This book is amazing and jazz enthusiasts will love it. But anyone looking for their next great read will find it here.

I know what I’ve done for music, but don’t call me “a legend”. A legend is an old man with a cane known for what he used to do. I’m still doing it.” – Miles Davis (1926-1991)

I think that music, being an expression of the human heart, or of the human being itself, does express just what is happening – the whole of human experience at the particular time that it is being expressed“. – John Coltrane (1926-1967)

When you play music you discover a part of yourself that you never knew existed“. – Bill Evans (1929-1980)

ASIN ‏ : ‎ B0C76RZWPZ
Publisher ‏ : ‎ Penguin Press, March 5, 2024

Just as I Am – Cicely Tyson with Michelle Burford

At the age of ninety-six, actress Cicely Tyson (1924-2021) was able to look back on a journey which no one could have predicted. And when she passed on January 28, 2021, it was another reminder of the mortality which confronts us all. However, there is much to celebrate about her life which she recalls in this autobiography presented to us with the help of author Michelle Burford. The cover caught my attention and once I began, I could not put it down. 

Following a recap of the family’s origins in the small Caribbean nation of Nevis, the story moves to New York City where her parents William (1897-1961) and Fredricka Theodosia Tyson (1897-1974) raise three children in a section of Manhattan Island known as Harlem. Their story is an immigrant tale, and young Cicely soon learns the cruelty of racial discrimination and witnesses the turmoil brewing between her parents. Unbeknownst to her at the time, the actions of her father would come back to play a role in her own life many years later. Cicely, sister Emily (1926-1999), and brother Melrose (1922-1991) each find ways to cope with the strains of family life. The maturing Cicely proves to be the one with the most to learn, and meeting with a pastor’s son named Kenneth throws a curve ball into the story that I did not see coming. And it forces Cicely to evolve from a teenage schoolgirl to an adult very quickly. 

Life becomes complicated for Cicely but eventually stabilizes for her and daughter Joan whom she adores. There are the typical worries about finances, security, and long-term goals. But an unexpected opportunity arises when she decides to answer a call for potential models. One thing leads to the next, and she catches the eye of someone who has connections in the film industry. However, Cicely is skeptical and does not see herself as a Hollywood talent. But she soon comes to terms with it and this quote from her stayed with me long after finishing the book: 

“My mother understood what I didn’t yet at the time, that there’s a path in this life with your name on it. What God means for you to have, no one can take away from you. It’s already yours. Our mission, as God’s children, is to surrender to what he has ordained—and to freely let all else just pass us by.”

As her Hollywood career takes off and the accolades come in, the story changes gears again with the entry of jazz musician Miles Dewey Davis, III (1926-1991). Readers familiar with Davis’s story will know it was beyond wild, but Tyson provides an interesting firsthand account of his battles with substance abuse which Miles himself discussed in his autobiography written with Quincy Troupe. Their story is an unusual account, and their romance did not develop instantly. In fact, Davis was with someone else when they first met. But fate had its own plans, and they would reconnect, find true love with each other, and walk down the aisle to exchange wedding vows. But behind the public image of the sharply dressed power couple, there were dark times due to Davis’s destructive lifestyle. The incidents which occur are surreal but highlight the seriousness of Davis’s condition. Their marriage was a roller coaster ride, and even after separating they remained closed. Tyson comments on an attempt by Miles to reconcile later in life as he continued to deteriorate caught my attention because his proposal instantly puts her on guard and signals that he was dealing with something just as dangerous as drug addiction. 

While Davis comes in and out of the story, Tyson continues to rise as a Hollywood star, and she explains the stories behind her iconic roles and friendships with stars of the past who are no longer with us. It is a fascinating look at the motion picture industry and the challenges faced by black women who find themselves in tinsel town. She waged a constant battle against the stereotypical portrayals of black women and that is part of her enduring legacy. Despite the sexual predators, offensive scripts, and rigors of the entertainment industry, she kept rising as a star and mastering her craft. And in her advanced years, she continued to appear in front of the camera to keep moving forward in life. This is one of the best autobiographies I have read. I only wish it were longer. I thoroughly enjoyed reading about Tyson’s life and the people who were part of it. Recently, I was eager for another biography to read, and this book was just what I needed. 

“To examine, to question, to discover and evolve—that is what it means to be alive. The day we cease to explore is the day we begin to wilt. I share my testimony in these pages not because I have reached any lasting conclusions, but because I have so much to understand. I am as inquisitive about life now as I was as a child. My story will never be finished, nor should it be. For as long as God grants me breath, I will be living—and writing—my next chapter.” – Cicely Tyson 

ASIN ‏ : ‎ B08425MPGS
Publisher ‏ : ‎ HarperCollins Publishers, 2021 

Miles: The Autobiography-Miles Davis with Quincy Troupe

MIlesIn July, 1992, my father purchased the album Doo Bop, the last studio album completed by the late Miles Dewey Davis, III.   Through my father and uncles, I had been exposed to jazz music and knew the names of many of the greatest artists to ever perform.  I grew to love the music and that has not changed to this day.  In fact, I still listen to the album when I get in the mood to hear Miles’ songs.  When he died on September 28, 1991, I remember my uncle and dad being devastated.  Both he and my father were huge fans of Davis but were also aware of the chaotic life Davis had led. They would often spend hours discussion Miles, jazz and the other legends of the genre over wine, rum and cigars.  When Miles he died he was less than 70 years of age and his death seemed surreal at the time.  Today, many years after his death, his legacy lives on and his music continues to be study for inspiration and analysis.  In 2016, the movie Miles Ahead starring Don Cheadle was released to select theaters to mixed reviews.  I saw the film and thought that Cheadle captured Miles’ character quite well. There were points in the film where I had to remind myself that it was actually Cheadle on screen and not Davis himself. However, the film moves around too much and the story line fails to deliver.  The result is a haphazard biopic that does not help the viewer to understand the life of one of jazz’s greatest musicians.  Hollywood is always prone to taking liberties when making films and with on 90 minutes of film to work with, it would be quite challenging to capture all of his life on the silver screen.   A saving grace is this autobiography which was written with the assistance of Quincy Troupe, who conducted extensive interviews with Davis and those who knew him.  And the rest is one of the best autobiographies I have ever read.   Miles is frank by nature and he holds nearly nothing back in the book regarding his life.  His story is so engaging that I finished the book in only two days. Simply put, his story is quite the experience and we can be eternally grateful that he did tell his story before he died.

So just who was Miles Davis?  And why is he so important to the history of jazz?  Well, those two questions and more are answered in this book which is guaranteed to keep you entertained.  From his beginnings in Alton, Illinois to his death in Santa Monica, California, his life was one situation after another that sometimes defied logic. But such was his life and one that few people will live.  From the start, he is very open about his childhood and his relationships with his parents and siblings.  Incredibly, from a very young age, music is in his blood and he never wavers in his quest to become a pioneer and change jazz music, something he did more than once during a career that spanned more than 40 years.

Davis was a very blunt speaker and as a result, his words are laced with profanity.   So for those who cringe at foul language,  be warned that he does not speak to sound comforting but talks the way he always has.  At first, I thought it was a bit much but as I made my way through the book, it became an afterthought and overshadowed by the incredible story he was telling.  Aside from his salty language, he had a great ability to analyze himself and open up about where he went wrong in life.  It seems almost absurd that someone who was so successful in music, led a wild and tormented life at home. But his life mimics that of other creative geniuses who often straddle the fine line between genius and insanity.  As we learn in the book, he constantly tried to pick up as much as he could from other great artists around him and I believe that it was helped him become the legend that he is today. He never stopped learning or changing and even says during the book that “knowledge is freedom and ignorance is slavery”.

His story is incredible but what makes the book even more outstanding is that Davis either knew or worked with the major names in the jazz music at the time.   His friendship and working partnership with Charlie “Bird” Parker is both eye-opening and tragic but sheds light on the many dangers faced by performers and Parker’s downfall and death.  Bird is just one of many characters to appear in the book, he is joined by Dizzy Gillespie, Charles Mingus,  Thelonious Monk,  John Coltrane, Gil Evans and Clark Terry.  In addition there are many others involved with the emerging bebop genre that appear in the book as they come in and out of Miles’ life adding to his experiences and wisdom.

Although deeply personal,  he opens up about his medical conditions and demons in particular that nearly ended his life.   As a father of several children, he struggled being a parent and is brutally honest about his relationship with them as his former wives.   His marriage to actress Cicely Tyson is the best known of the three but the other two are the marriages that had the biggest impacts in his life as the reader will see. Nonetheless, his words are intoxicating and even as the book concluded, I found myself wishing for just a few more chapters in the book to see what else would happen or what he had learned as he aged.   However, I am grateful to him for leaving us with these memories.  Show business is rough, drugs are hard and marriage is tough.  Some artists balance all three but for many that is not the case.  He had his addictions and failings but was also a creative genius. And throughout the book, he is the coolest person in the room. This is Miles as raw as it gets.

ISBN-10: 0330313827
ISBN-13: 978-0330313827