In search of dupree bolton (part 1)

By Ted Gioia

Trumpeter Dupree Bolton has long stood out as one of the most mysterious figures in the history of modern jazz. He emerged on the West Coast scene of the 1950s playing a blazing trumpet that seared into the imagination of jazz fans. No one knew where he had come from and Bolton never volunteered much information. When Downbeat's local editor John Tynan tried to interview him, the trumpeter offered a single fact: "When I was fourteen I ran away from home."

That was the complete extent of Bolton's only known interview.

Dupree Bolton Fireball

Bolton's future would be as puzzling as his past. For a brief interlude his listeners could at least relish his extraordinary performances in person, but for the last half of his life, Bolton's music was available only through the few recordings he made before he disappeared. For the most part, this musician's reputation rests almost completely on two records—but what tantalizing records they are!

In particular, Bolton's 1959 collaboration with saxophonist Harold Land, released as The Fox —an album which brought the trumpeter to the attention of the jazz world at large—remains one of the landmarks of the era. The Fox showed that this young trumpeter could withstand comparison with the very best on his instrument. The title song, in particular, a riveting and maddeningly difficult composition penned by pianist Elmo Hope, finds Bolton spewing out lightning fast improvisations with a rhythmic drive and mastery that are as exciting now as they were almost a half century ago when first recorded.

Even before the release of The Fox, the word-of-mouth buzz surrounding Bolton had begun to grow. On October 15, 1959, Downbeat published a page of captioned photographs taken at the session. The text read, in part: "West Coast musicians who have heard the tapes from a recent recording session produced by Dave Axelrod are flipping over trumpeter Dupree Bolton. . . . In [picture number] 3 Land looks as if he honestly didn't believe what is coming from Bolton's horn. Gifted with exceptional technique and fierce power, Bolton is being compared to the late Clifford Brown for the brilliance of his lines. But he's something of a mystery man: not even Land seems to know where he came from."

Land had heard the dazzling trumpeter at a local club, and immediately knew that he was the right man for the forthcoming session. Bolton boasted a flawless technique, an expressive tone, and—perhaps most striking of all—a fierce intensity, an electric quality which made his solos, especially at fast tempos, absolutely mesmerizing. As if this were not enough, Bolton was a crack reader; Hope's complex charts for the date, which would give many trumpeters fits, were navigated by Bolton with ease. If any question remained about Bolton, it had nothing to do with his musical talent, it was simply a puzzled wonderment over where this full-fledged trumpet star had come from. How could such a musician simply emerge, already at a world-class level, with no known history or background, immediately capable of playing with the very best?

Land, who passed away in 2001, still practiced his craft in Southern California when I was researching my book on West Coast Jazz, published in 1992. He remembered the session vividly, but could shed no light on the trumpeter. When The Fox was reissued in 1969, Land had commented: "If things had worked out right for [Dupree] he could have been one of the most important trumpet players of our time. There was a certain grandeur he was able to capture. . . He had a unique, fresh quality—something different."

But instead of developing into a leader of the jazz world, Bolton simply disappeared. In a 1963 review of a club appearance Bolton gave with Curtis Amy, shortly before his vanishing act, John Tynan wrote: "This reviewer recently replayed a HiFi jazz album, The Fox, recorded about three years ago, which features Bolton in his first known recording. His playing was impressive then; today it is out of sight. . . . Since joining Amy, he's been turning heads around all over town. On trumpet he's a fireball equipped with fearsome chops and a seemingly bottomless barrel of ideas. His sound is big and honest and sometimes so raw it rips a listener's head off. . . Bolton is shouting 'Hear me!' every time he puts the horn to his lips. And one has no choice but to listen."

As it turned out, Tynan witnessed one of the last performances at which he—or anyone else—would get a chance to hear this extraordinary musician. In a final album with Curtis Amy, entitled Katanga!, Bolton showed the truth of Tynan's praise. Although the surrounding cast of musicians is not as impressive as on The Fox, Bolton's playing is again stunning, living up if not surpassing the impressive standards he had already set for himself on the earlier release.

It was at this juncture, seemingly at the start of an illustrious career, that Bolton disappeared completely from the Southern California jazz scene, his departure every bit as unexplained as his earlier arrival. He left behind a glittering reputation, a handful of recordings and many unanswered questions. Leonard Feather, the ultimate expert on jazz biography (he single-handedly wrote the first Encyclopedia of Jazz), penned the liner notes to the reissue of The Fox, but even Feather's many sources of information were of no avail when it came to Bolton. Feather mentions Tynan's brief interview, and could only add about the trumpeter: "Nobody knows where he came from or where he is today."

     Dupree Bolton in 1989 (photo by Ted Gioia)

During the twenty years following, little additional information came to light. Jazz historian Robert Gordon, writing in his 1986 book Jazz West Coast, provided no more biographical details, but his appreciation of the trumpeter was undiminished by the mysteries surrounding the musicians. "A photo on the album sleeve shows Harold looking on almost incredulously as the trumpeter works out," Gordon writes; "those listening to the album are likely to have the same reaction." The 1988 Grove Dictionary of Jazz, the most exhaustive reference on jazz biography of its day, stated in its brief entry: "His few recordings reveal Bolton to have been a brilliant and stylish player; a mysterious figure, his reputation has, if anything, been enhanced by his tormented private life and obsessive personal secrecy."

Even today, the Wikipedia entry for Dupree Bolton is only one sentence long. Anyone who tries to learn about this musician inevitably walks away with more questions than answers.

The puzzling history of Dupree Bolton fascinated me over a long period of time. For many years, as I worked on my history of West Coast jazz, I looked at Bolton as my one unresolved issue, my one unsolvable enigma. Who was he? Where had come from? How had developed his phenomenal talent? Where did he go?

In England, researcher Bob Weir had come up with a little more information through his discographical research. Weir found that Bolton had, in fact, recorded under an assumed name in the 1940s for the Buddy Johnson band. Even more intriguing: Bolton was said to be featured on a privately circulated recording made in 1980 by a group of Oklahoma convicts. Weir published these details in the latest edition of his Dupree Bolton Discography, a booklet which came into my hands in 1987. These tantalizing bits of information only added to the overall mystery. Apparently Bolton had been hiding something even back in the 1940s, and had survived—and was still performing—long after his last commercial recording date in 1962. Beyond that one could only speculate.

Late in 1988 a startling piece of information raised my hopes of learning more about Bolton. A saxophonist friend told me about an exceptional trumpeter he had heard playing on the streets of San Francisco. This trumpeter was working the streets around Chinatown earning tips by performing unaccompanied versions of ballads and jazz standards for passing tourists. My friend had joined the trumpeter in an impromptu street-corner duet and had been markedly impressed by the caliber of his playing. I paid scant attention to this anecdote until he added that the trumpeter's first name was Dupree. Upon my questioning he added that he thought his last name was Bolden, like the New Orleans trumpeter Buddy Bolden.

My attention was riveted by this revelation. The similarity in names couldn't be a matter of chance. Dupree "Bolden" seemed likely to be the mysterious Dupree Bolton, who had eluded the jazz world for over a quarter of a century. And if my friend's story was true, Bolton was not only alive but still actively playing.

San Francisco has long been a haven for street musicians and I could well believe that Dupree was playing there. The San Francisco authorities are more tolerant of sidewalk players than their counterparts in many other cities. This tacit acceptance by the police, combined with temperate weather, make the "City by the Bay" the U.S. capital for wandering minstrels and the like. Some, like the city's famed "Human Jukebox," captured the public's imagination by a bold gimmick. Great musicianship is less easy to sell to passersby, but it too can be found. Around the same time I was searching for Bolton, I would occasionally hear the noted saxophonist Sonny Simmons playing on a San Francisco street corner. Simmons, a fervid player with a top notch jazz pedigree, was relegated to playing requests for pedestrians. (Yet a short while later he rose again to prominence, in a gratifying turnabout. Simmons's 1994 Ancient Ritual was released by a major label to great acclaim.) But Simmons's story is not an isolated one, and many of the street players deserve a better fate than the indifference of tourists and the noise of passing traffic. Given the sorry state of San Francisco's jazz clubs and the fickleness of jazz fans, I imagined a similarly outcast fate for Dupree Bolton. His zeal for privacy and secrecy would only compound the challenges he faced in making a living with his horn.

Almost two months passed before I was able to meet the Chinatown trumpeter. The winter weather had sent many of the older street musicians indoors. Finally, in late January of 1989, I was able to set up an interview at an Oakland musical instrument repair shop where I was told he would be waiting for me. This first meeting, so long anticipated, lasted only twenty minutes—hardly more time than John Tynan had managed to secure during his brief, and only, discussion with the trumpeter three decades before. The trumpeter showed up shortly after I arrived. He was an older black man with a full head of gray hair and a face that seemed much younger than what I had expected. Although Dupree Bolton's date of birth was unknown to me, his first recordings, according to Weir's discography, had been made in 1944. Assuming he was around twenty years old at the time he recorded, I anticipated a man around 65 years old. The person in front of me seemed younger than that. (Only in our later meetings would I notice tell-tale signs that suggested a greater age than I had initially suspected. These were most notable when he walked: his limp and slow movements gave hints of advanced years not evident in his visage.)

My interlocutor admitted that he was, in fact, the mysterious Dupree Bolton. "There will be no mystery about me, though, once you've heard what I have to tell you." Facing me across a cluttered desk in the small backroom of the shop, he began providing me with a thumbnail outline of his life story.

Bolton had been born in Oklahoma City on March 3, 1929. This made him only 59 years old. His first recordings in 1944 were made not by a young man, but by a fifteen year old who had just run away from home. Against his parent's wishes he had left to become a traveling musician with the Jay McShann band. (Jazz musicians are as notorious as Hollywood starlets for lying about their ages. Although I later learned to treat many of Dupree's claims with skepticism, I felt he was not deceiving me in this regard. His alleged birthdate fits with the one previously known biographical fact—his leaving home at 14—as well as with information he would later give me.)

Like many Oklahoma families of that time, the Boltons were sent by the ravages of the Dust Bowl to the more fertile pastures of California. Dupree's parents were, however, more fortunate than the Oklahoma farm-pickers depicted in Steinbeck's The Grapes of Wrath. Bolton's father worked in the defense industry which was then a growing part of the Southern California economy. His mother provided a good home, and the young children were encouraged to study music. Dupree's father had been accomplished on all of the string instruments—while still in Oklahoma, the elder Bolton had been an important early influence on the legendary jazz guitarist Charlie Christian. Later he would work as a studio violinist in Hollywood. He wanted his son to study the violin.

"I started playing the violin when I was about four or five, but I wanted to play the trumpet," Bolton told me. "Later the music instructor at school gave me an E flat alto horn. I took that home and my daddy said, 'Hey, you can't play this! This is an after-time instrument.' But in three or four days, I had learned the fingering on that instrument and could play it. So my daddy told me, 'Okay, I'll get a trumpet for you.' He sent to Sears & Roebuck for one of those mail order trumpets for me. I think it cost $19.95. I remember watching for the mail truck every morning, waiting for it to arrive. Finally one morning the mailman arrived and had that big package. I rushed out there and there it was. I had a trumpet."

His rapid development on the instrument showed that the boy possessed remarkable talent. By the time he was fourteen, Bolton had gained enough proficiency to begin playing professionally. The war had created a shortage of musicians, and even top bands were willing to hire underage players to fill the constant gaps in the ranks. Dupree's big break came with his opportunity to join the Jay McShann band in 1944. He had not yet turned 15 and already Bolton was in heavy musical company. Charlie Parker had just left the band when Bolton joined, and McShann and his men ranked among leading exponents of the swinging Kansas City style of jazz.

"I told my mother I wanted to go on the road with that band and she said 'You're not going anywhere with any band. You're going to stay here and go to school.' So I went downtown to Main Street in Los Angeles and bought myself a suitcase and took it over to the hotel where the McShann musicians were staying. Over the next few weeks I'd sneak out my clothes, a pair of pants at a time, a shirt at a time. When I was done, I ran off with the band."

His mother's worst fears proved to be well grounded. Almost immediately Bolton was initiated into the world of drugs. The older bandsmen sent 15 year old Dupree to a drugstore with a forged prescription. When he returned with drugs he was give a portion as his reward. "That was the first time I used dope. It was a painkiller for babies. Each dose had one ounce of opium in it. The dope addicts would take it, fix it, burn it, boil it, and draw the dope out of it."

Within a short period, Dupree was heavily involved in drugs. By the age of 16 he was shooting cocaine with Charlie Parker in Bolton's New York apartment. "I was in awe of him. He was a giant musician and everyone looked up to him because he was really the man. I was no exception." Like many jazz musicians of his generation, Bolton had the misfortune to follow Parker's lead in both music and in drugs. From painkillers for infants, Dupree had soon progressed to heroin.

At this juncture, Bolton called our interview short. He had shared with me his life story until his sixteenth year, but refused to say more—at least for now. But he promised to meet me the following morning and continue his narrative. "They just made a movie of Parker's life," Bolton concluded—referring to Clint Eastwood's recently released film Bird. "They could do the same with me."

The next morning Dupree stood me up. . . . [To be continued]

This is first installment of a two-part article by Ted Gioia. Click here for part two of "In Search of Dupree Bolton."


April 14, 2009 · 15 comments

  • 1 Peter Hum // Apr 14, 2009 at 05:07 PM
    Absolutely fascinating, Ted. Great work and writing.
  • 2 Ed Leimbacher // Apr 14, 2009 at 05:17 PM
    Part 2, quick! Other musicians who wound up scuffling on the streets out West: Lucky Thompson and Michael White. Maybe eventually you can shed some light on their stories too?
  • 3 Scott Albin // Apr 14, 2009 at 06:00 PM
    A friend of mine passed away a couple of years ago. For years, whenever he and I listened to one of our favorite albums, The Fox, we would wonder what could have happened to Dupree Bolton. I wish my friend, Marc, had been able to read your piece on Dupree. Thanks, Ted, for shedding light on one of the enduring mysteries in jazz.
  • 4 Red Colm O'Sullivan // Apr 14, 2009 at 07:00 PM
    What a cliffhanger!
  • 5 Todd S. Jenkins // Apr 15, 2009 at 04:05 PM
    Wow, unbelievable. That's some good detective work, Ted! Can't wait to read the rest.
  • 6 Justin White // Apr 15, 2009 at 06:57 PM
    Dupree Bolton has been a mythical figure for for as long as I have have been a jazz lover...forty plus years. It is a pleasure to have this story told by a master of research and writing.
  • 7 Stefano Fratta // Apr 16, 2009 at 07:19 AM
    At Last! I learned about Dupree Bolton when a friend took me the Mosaic box set of the otherwise overshadowed great tenorman Curtis Amy. What a trumpeter! He stands in the same line with Lee & Blue Mitchell, we need some more.
  • 8 Jim Williams // Apr 16, 2009 at 12:41 PM
    Go immediately to and check out Dupree Bolton with Curtis Amy, as well as a number of other treasures. What perfect timing for these videos to appear. These are (I assume) made from kinescopes of the "Franky Jazz" TV show. I repeat: What treasures these are!
  • 9 Jim Williams // Apr 16, 2009 at 09:24 PM
    Also to be seen/heard on these "Frankly Jazz" clips is Joe Maini, who also came to an unfortunate end. Normally an alto player, Maini is seen here on Tenor with Shorty Rogers. Being from the East Coast, I didn't know anything about "Frankly Jazz" until yesterday. WOW!!
  • 10 Gavin Walker // Apr 17, 2009 at 09:06 PM
    Great work Ted.....I have heard of sessions recorded in California jails with Pepper, Bolton, Frank Morgan. Phil Woods talked about these in a long forgotten (until now) article. Might be worth a call to Woods....who knows? I had the pleasure of playing a few after-hours gigs with a fine piano player named Dodge Bolton. Of course I asked the big question: was he related to Dupree? The answer was yes! I soon lost track of Dodge as he went back to Seattle. This took place in Vancouver, B.C in 1969. Dodge was a hip player and sounded a bit like Wynton Kelly. I was sorry he disappeared as I would have liked to have played and got to know him was too fleeting. I'm an alto and flute player. Once again great work Ted....keep it happening.
  • 11 Brew Lite // Apr 19, 2009 at 05:40 PM
    Hi Ted, thanks for your amazing article. Some days ago the pianist of my quartet asked me for Dupree Bolton, and I never heard of him before. Now, what a coincidence, you posted this article. I published an excerpt of it at my above blog and linked it to yours. Keep up the good work! Best wishes, Bruno
  • 12 Robbie Kwock // Apr 20, 2009 at 05:39 AM
    Back in '84, I was on the road with Ray Charles and we had a gig in SF, after the soundcheck fellow trumpeter Jim Seeley and I walked over to Chinatown to eat something. On the street corner we heard this guy playing Misty, Four, etc. and sounded really good. So we went over and talked with him "hey, I'm Dupree Bolton and when Dizzy came to the yard, I blew him away one day cause he wasn't use to playing outside" We weren't familiar with the earlier recordings, but talking with our peers, Claudio Roditi mentioned that nobody ever knew what had happened with this great trumpet player from LA in the 60's..guess what, we just met him. In the following years, I returned to the Bay Area and would see and talk with Dupree once in awhile. The reknowned music repairman did help him out quite a bit in those later years.
  • 13 Jim Harrod // Apr 21, 2009 at 08:54 PM
    Ted, Enjoyed your first installment immensely. I first learned more about Bolton when Richard Williams published his profile on Bolton in Granta #69. A friend also sent me the BBC radio program segment that Williams presented on Bolton. The recent book on the San Quentin jazz band raises hopes that a recording of Dupree Bolton with Art Pepper might surface someday.
  • 14 brian kinder // Apr 22, 2009 at 11:02 AM
    I have vthe Frankly Jazz Video , i have just had my DVD /Video copier repaired so hopefully bi can transfer this to DV D belatedly Saturnally Kinder suprise
  • 15 Larry Coltrane // Apr 26, 2009 at 11:07 PM
    Hi Brian, would it be possible to get a copy of your video? email me at I'm in awe of these performances. Larry