Friday, October 24, 2025

Profiles In Coolness: Dizzy Gillespie: Iconic Jazz Legend



Preface

Culture—in its truest definition—is acquainting ourselves with the best the world has ever known. It doesn't matter whether we are talking about motorcycles, ballet, or clothing design. Every genre begins with a bell curve of sorts that starts with a genesis point and then hits an apex or zenith point. 

Some curves descend quickly while others just keep going straight for a long time. Take Rolex for example. Rolex's genesis point occurred when founder, Hans Wilsdorf thought it made much more sense for people to wear watches on their wrist than on a chain in a vest pocket. So he took disruptive action and began climbing his bell curve from the early 1900s, through the introduction of Rolex Oyster in 1926, and the Rolex perpetual in 1931, up to the Datejust in 1945, and onward to the Submariner and GMT-Master in 1953 and 1955. Also in 1955 came the Rolex Day-Date. The 1950s were the Golden Age for Rolex, in which they hit their zenith...

Jazz, like the Blues, Rock & Roll and Rap, all began as uniquely African-American musical art-forms. This story chronicles the man who was perhaps the greatest jazz pioneer, or certainly one of them—Dizzy Gillespie...


What is cooler than sitting in a beautiful Italianate coffee shop, listening to some very cool live Jazz or vintage Jazz?  Understanding Jazz is like understanding how mechanical watches work. Jazz music is kind of like classical music, in the sense, it is not only an acquired taste, but can also be challenging to understand, due to the fact it can be confusing, complex, esoteric, enigmatic and even arcane. To my way of thinking, vintage Jazz in many ways has the same appeal as vintage Rolex watches. They are both timeless in appeal, beautiful in design and iconically outstanding at the same time.

In this amazing story, I try, as best as I am able, to not only share Dizzy Gillespie's amazing history so you can understand what made him tick, while offering a high-level overview of some great early American Jazz history. It has been said, Rolex Tells History, and When a man has a world in his hands, you expect to find a Rolex on his wrist. This is an amazing example of exactly that specifically...so let's hop in the Rolex time-machine and travel back in time on a magnificent Jazz journey through history...


...Rolex Ultra-Super-Coolness...


Dizzy Gillespie

1917-1993

Iconic Jazz Legend & Trumpet Virtuoso 

The King of BeBop

An Amazing Career with a Rolex GMT Keeping His Time

In the past, I have published a number of profiles in my Rolex Coolness Series, and they included Paul Newman,  Dr. Martin Luther King Jr.,  Steve McQueen, Miles Davis and Robert Redford.  Dizzy Gillispie came before all of them and was maybe the coolest...


Dizzy Gillespie was born John Birks "Dizzy" Gillespie, on October 21, 1917, in Cheraw, South Carolina. Dizzy Gillespie is known by many titles including the King of BeBop, and he is considered to be one of the primary architects of modern jazz, as well as being one of the greatest jazz trumpeters of all time. Dizzye wore a Bakelite Pepsi Rolex GMT-Master with no crown guard on a Jubilee Bracelet, for at least 35 years from at least 1958 until he died in 1993. The photo below shows the artwork cover of his seminal 1961 record album titled "An Electrifying Evening With The Dizzy Gillespie Quintet." Notice Dizzy is wearing his avant guarde Pepsi GMT on the album cover.



"I've worn my Rolex GMT-Master for 30 years. That's the thing with Rolex; they last forever. " –Dizzy Gillespie (1987)

Dizzy Gillespie Pictured Above in 1961 Wearing His Trademark Rolex GMT Master

You can see Dizzy Gillespie's Pepsi Rolex GMT-Master on his wrist in the photos above and below that were taken in 1961, and of course, it stands to reason he preferred a Rolex GMT-Master because he regularly traveled all over the world.

Dizzy Gillespie is pictured below in 1961 sporting his Pepsi GMT-Master on a Jubilee bracelet. Dizzy Gillespie is considered to be one of the founding fathers of Be-Bop and Afro-Cuban Jazz. If you think about it, people really define themselves by their choice in the wristwatch they wear, so it is fascinating Dizzy chose to do so with a Rolex GMT-Master.

Dizzy Gillespie Pictured Above in 1961 Wearing His Trademark Rolex GMT Master

Dizzy Gillespie is pictured below with fellow Jazz legend John Coltrane, in 1961, backstage at the Olympia in Paris, and you can see Dizzy's Rolex Jubilee bracelet. 

Dizzy Gillespie Pictured Above in 1961 Wearing His Trademark Rolex GMT Master


In the photos above we see Dizzy Gillespie wearing his Rolex GMT on a Rolex Jubilee bracelet, and in the two photos below, which were taken by Ted Williams, you can see Dizzy wearing a Rolex GMT on an Oyster Bracelet.







The End Of World War II

The Birth Of Modern Jazz

On May 5, 1945, the Nazi leader, Hermann Göring, who was Hitler's second in command surrendered to the United States, and Europe was free again. 

America made it through World War II listening to Orchestral Golden Age Period Big Bands that were headed by famous bandleaders like Artie Shaw, Louis Armstrong, Glen Miller, Benny Goodman, Cab Calloway, Earl Hines, Duke Ellington, Guy Lombardo, Tomey Dorsey, Lawrence Welk, and Count Basie. Big bands were focused more on the bandleader, and not so much on iconic individual virtuoso musicians.

Due to the war effort in America, jazz had not evolved past swing and the Big Bands, but modern jazz forces were brewing in the United States from around 1942.

On June 22, 1945, in the New York City Town Hall, a tipping-point event occurred which is widely regarded to be the birth of modern Jazz.



Pictured below on stage at that seminal 1945 jazz event were Charlie "Bird" Parker playing saxophone,  Dizzy "Diz" Gillespie playing trumpet,  Max Roach on drums, Don Byas on saxophone, "Big Sid Cattlet" on drums, Al Haig on Paino, and Curley Russell on bass. The revolutionary new jazz known as 'Bebop' was born that evening. 



A few months after the photo above was taken, on September 2, 1945, the Japanese officially surrendered to the United States. World War II was now over and anything seemed possible...

Big Band orchestral music with its Swing Era music was very popular in the United States from 1935 to 1946. Swing era bands consisted of 'Big' Bands of up to fourteen pieces playing in an ensemble-based manner.

Swing was primarily for dancing and it gave way to the BeBop sound, which was more for listening enjoyment. BeBop bands were much smaller than big bands and consisted primarliy of rhythm sections with an expanded role that incroporated alto and tenor saxaphone, piano, dobule bass, trumpet and drums. 

BeBop had a more intellectual sound that consisted of fast tempo and frenetic jazz style that involved complex harmony and rhythm, coupled with quickly changing chord progressions that would often change key. This new style of improvisational Jazz showcased jazz musicians desire to be accepted as virtuoso artists and soloists that were masters of their instruments. Bebop was exploratory Jazz that often involved complex syncopation, asymmetrical phrasing, and fast upbeat tempo. With the advent of Beboop, arranged Swing Era jazz music was on its way out with improvisational music largely replacing it.


Jazz Man, Take My Blues Away

Dizzy Gillespie is pictured below on May 1, 1947, in New York. In many ways, he was the archetype of an Avant-garde hipster, cool-cat, as we see with his beret, goatee, and stylish glasses.


"When I found the trumpet, I found the best part of me."–Dizzy Gillespie


Dizzy Gillespie is pictured below with his wife in New York in May of 1946. They are located on the corner of West 52nd Street and Avenue Of The Americas.




Dizzy Gillespie is pictured below on May 1, 1947 in New York , as he writes the phrase "Be-Bop" on a black board.





In the two photos below taken by William Gottlieb, we see Dizzy Gillespie watching Ella Fitzgerald in absolute awe as she sings at the Downbeat Club in New York in September of 1947. Ella Fitzgerald probably had the prettiest female voice in the history of singing. Ella Fitzgerald also wore Rolex watches in her lifetime. We also see Jazz legend Milt Jackson in the photo.


"Jazz is a joyful music. That's why I love it so!"–Dizzy Gillespie




Speaking of the magic of Ella Fitzgerald, the seminal photo below was taken by Herman Leonard in 1948 in a New York club and shows Jazz legends Duke Ellington and Benny Goodman, both in complete awe as they witness Ella singing...



Charlie Parker & Dizzy Gillespie

Charlie Parker was born in Kansas City, Kansas on August 29, 1920, and he was referred to by his cool hepcat friends simply as "Bird." Bird was a radical saxophone player and composer. Charlie Parker was the leading figure in the development of the Bebop jazz movement, which was characterized by improvisation, and fast-moving tempo, coupled with expert mastery of the saxophone.

In 1942, Charlie Parker met Dizzy Gillespie (pictured below) and "Bird" and "Diz" became best friends. Charlie Parker spent a lot of time playing gigs in Harlem with other young iconoclasts, and he became friends with many other future jazz legends, including Thelonius Monk and Miles Davis.


Charlie Parker was recognized as an icon for the hipster subculture that existed in the United States and in France in the 1940s and 1950s. Charlie Parker played the music he liked and was the personification of an artist unwilling to compromise his belief system, as he refused to go along with the status quo. When Bird was young, he practiced for 4 years, playing up to 15 hours a day, and as a result, developed his highly improvisational playing style that set him apart from all other musicians.


When Bird was a young man, he was in an automobile accident and the doctor treated him with morphine, and he became addicted, and later developed an addiction to heroin, which ultimately killed him. Charlie Parker moved to New York City in 1939 in order to be in the capital of American Jazz. 

In this next photo taken in the Downbeat club in New York in 1947, we see Charlie Parker, sitting with Red Rodney, watching Dizzy Gillespie play his trumpet (seen in the mirror) in complete awe. Modern Jazz, known at the time as BeBop was being born. 



It is worth noting the social impact early jazz music had on race relations in the United States. It was common for whites and blacks, who would seemingly have little in common in their daily lives, to come together at a jazz club late-night in New York—and be best of friends. Of course, on some levels, this was a hypocrisy, but at the same time jazz helped build a bridge for Americans, which improved race relations.

This is important to contextualize because if you didn't live through this horrible chapter in human behavior, it's not easy to understand. Imagine for a moment, no matter what color your skin is today, what it would be like to live in a world where you are not legally allowed to use the same bathrooms, or able to eat in the same restaurant as somebody else, just because their skin is a different shade than yours? Yet, all of the top jazz musicians had to live through this complete absurdity, and as a human being, it stands testament to the real strength of the human soul, in the sense they could live through those challenges, and still innovate like crazy!

The Bebop movement to a certain extent came about because many black jazz musicians felt that white band leaders had usurped their jazz music and profited heavily from swing music. Fellow jazz musician and iconoclast, Theolonius Monk is pictured below on the left with Dizzy Gillespie in 1963 at the Monterey Jazz Festival. Monk was once quoted as saying: "We wanted a music they couldn't play."




1946 Dizzy Gillespie Jivin' In Be Bop


Dizzy Gillespie began his career in Cab Calloway's swing band. Cab Calloway fired Dizzy from his big band and said: "He was good, but sometimes he was so wild, he sounded dizzy." In the next video, we see Dizzy Gillespie, conducting his own big band, which included Milt Jackson.




Dizzy Gillespie is pictured below performing in New York at the Royal Roost in 1948.



In this next photo, taken in 1948, we see the legendary singer, Mel Torme, with model June Bright, watching Dizzy Gillespie in complete delight and awe, live in a Hollywood nightclub. This is such a cool photo as we see Dizzy's reflection in the mirror behind Mel and June's head.



In this next photo taken in 1948 we see Dizzy Gillespie signing his autograph for three teenage girls who are wearing blue jeans, berets, horn rimmed glasses and goatees mimicking the King of Bebop. 




Charlie Parker & Dizzy Gillespie in 1952

Fellow trumpeter Miles Davis once said, "You can tell the history of Jazz in four words, Louis Armstrong, Charlie Parker." In the video below we witness Dizzy Gillespie jamming with Charlie "Bird" Parker. Despite being a jazz legend, Charlie Parker would be dead only three short years later at the young age of 34.

Dizzy met Charlie Parker when Dizzy was in Cab Calloway's band. After hours, Dizzy would travel uptown in New York, to go and play with Charlie Parker late-night is Jazz clubs. Together the two jazz virtuosos would experiment like crazy, and improvise with new techniques. People danced swing to Big Band jazz, with this new form of modern Jazz, people would not dance, but listen. This was the birth of Modern Jazz, A.K.A., "The New Jazz."

The cool Hepcat/Hipster subculture, and later, the Beat Generation perceived Charlie Parker, not as an entertainer, but as an intellectual artist who refused to compromise and go along with the status quo. Bird was hip—not square.



 Dizzy Gillespie & Miles Davis in 1952

Dizzy Gillespie and Miles Davis both started performing and recording with Charlie Parker in 1945, and we see Dizzy Gillespie playing trumpet side by side with Miles Davis in 1952. Dizzy was 9 years older than Miles.


Miles Davis is pictured below, and despite the fact he and Dizzy Gillespie were only nine years apart, they were would evolve musically in divergent directions—while both wearing Rolex watches.


Dizzy Gillespie is pictured below with Miles Davis, working on a composition in Paris, France in 1958.



In 1956, Dizzy Gillespie became the worlds first formal Jazz ambassador when the State Department sent him on the worlds first world Jazz tour. If you look closely at the photo above you see Dizzy Gillespie hanging out with Miles Davis, and notice Dizzy is wearing his trademark Pepsi Rolex GMT-Master.


1958 Monterey Jazz Festival
The First Rolex Sports Watch In The Jazz World

Dizzy Gillespie is pictured below practicing on his trumpet at the 1958 Monterey Jazz Festival, and notice he is wearing his trademark Rolex GMT-Master. This is the earliest known photo I am aware of Dizzy Gillespie wearing his Rolex GMT Master, and the most profound fact is that the GMT-master had only been available on the market for 3 years in 1958, since Rolex introduced it at BaselWorld in Geneva in 1955! 


Dizzy Gillespie Pictured Above in 1958 Wearing His Trademark Rolex GMT Master


Now that I think about it, I believe this is the earliest known photo of anybody I have ever seen wearing a Rolex GMT-Master!!! It certainly pre-dates Sean Connery wearing a Rolex Submariner in 1962, in Dr. No. I think the only image I have ever seen of a man wearing a sports Rolex prior to when this photo was taken, is Jacques-Yves Cousteau, when he was testing Rolex Submariner prototypes for Rolex in 1953, and that was only five years earlier!!! I think this fact likely makes Dizzy the coolest cat that ever wore a GMT-Master!!! 

Also, it's likely Rolex gave Jacques Cousteau the prototype Rolex watches to test, whereas, my best guess is Dizzy likely purchased his GMT-Master, although I could see Rolex U.S.A. President, René-Paul Dentan hooking Dizzy up. This makes Dizzy the first true civilian I am aware of to be photographed in history wearing a Rolex sports watch!!! The Rolex GMT-Master ad seen below is from 1958, which would be the same model Dizzy Gillespie wore...You can learn much more about the GMT-Master by reading my story named "The Complete History Of The Rolex GMT-Master."



Dizzy Gillespie was one of the founding musicians of the Monterey Jazz Festival, along with Billy Holiday, Louis Armstrong, Milt Jackson, Sonny Rollins and Dave Brubeck. I can't believe I am looking at a photo of Dizzy at the first Monterey Jazz Festival, and he is sporting his Rolex GMT!!! Of course, the Monterey Jazz Festival still exists today, and it is one of the longest consecutively running Jazz festivals in the world.

Dizzy Gillespie worshiped Louis Armstrong, and in the photo taken below on October 1, 1958 at the Monterey Film Festival, we see Dizzy Gillespie kissing Louis Armstrong's hand. If you are not familiar with Louis Armstong, you should be. He was not only the father of Jazz, but the greatest Jazz musician and singer that ever lived.




Dizzy Gillespie is featured below in 1959 playing with Louis Armstrong on The Jackie Gleason Show playing Umbrella Man. Louis Armstrong and Dizzy Gillespie are considered to be the two greatest trumpet players in history. Dizzy was not only a radical trumpeter, but also an amazing scat singer. Watching this video is mind-boggling. It is the best of Old School Jazz succession "Satchmo" embracing "Dizzy" New School Jazz.





When The Saints Go Marching In
Exploring The Wonderful World Of Louis Armstrong

As I previously mentioned, Louis "Satchmo" Armstrong was "THE" Jazzman. What made him "THE" Jazzman? He was simply the greatest Jazz singer, musician and trumpeter who ever lived, and to see why, watch the amazing videos below. It has been said that old Satchmo was Gabriel's First Assistant ;-)

Louis Armstrong also had, what in my opinion is probably the most genuinely beautiful and sincere, happy smile–I have ever seen. When Satchmo smiled, his face lit up like a Christmas tree, and I love his absolute optimism!!! In this first video we see Satchmo singing with the beautiful and talented Jewel Brown. 

"The bottom line of any country in the world is 'What did we contribute to the world?', and we contributed Louis Armstrong." –Tony Bennett





"You can tell the history of jazz in four words, Louis Armstrong; Charlie Parker." –Miles Davis




Croon A Tune
From The Heart Of Dixie


In this next video we see Louis Armstrong singing a Dixie Medley with Dean Martin on the Dean Martin show, and we see Dino and Satchmo at the absolute top of their games. This video is just amazing!!!








What A Wonderful World is featured below, and it is arguably Louis Armstrong's best known and most famous song. I believe, What A Wonderful World, is a genuine reflection of his perspective on mankind, and the earth we all share. 

On a personal note, I will share an interesting detail with you... When I came up with the slogan for Jake's Rolex World, ten years ago, I decided on "Exploring The Wonderful World Of Rolex", and it does not take much imagination to understand where this came from.

"If anybody was Mr. Jazz it was Louis Armstrong. He was the epitome of jazz and always will be. He is what I call an American standard, and American original." –Duke Ellington






"My whole life has been happiness. Through all the misfortunes...I did not plan anything. Life was there for me, and I accepted it. And life, whatever came out, has been beautiful to me and I love everybody." –Louis Armstrong

If you are a regular reader of Jake's Rolex World, you know I tend to always wander off the reservation, and extrapolate like crazy with fascinating segways. In this case I just couldn't resist with sharing the Satchmo videos. I did this as there is no real discussion on jazz history without deferring to Louis Armstrong, and Satchmo was—and still is—an international treasure, that belongs to the ages.

This last video from the "High Society Picture", as Satchmo referred to it, really showcases Louis Armstrong's trumpet and singing skills, along with Bing Crosby. Hey Pop's, you wanna grab a little of what's left here? Ya Daddy, Yeah!!!

"Louis Armstrong is the beginning and the end of music in America." –Bing Crosby



In this next video we see Louis Armstrong and Dizzy Gillespie talking about their appreciation for each other in 1970. Dizzy's performance and speech was given at the Newport Jazz Festival in 1970, not so long before Louis Armstrong passed away, and notice Dizzy is wearing his trademark Rolex GMT-Master.

In the photo below we see a photo of Miles Davis meeting Louis Armstrong, and you can see the genuine awe in Miles Davis's eyes, and if you know much about Miles Davis, he didn't look at anybody else like this.

“You can’t play nothing on modern trumpet that doesn’t come from Louis Armstrong, not even modern shit. I can’t even remember a time when he sounded bad playing the trumpet. Never. Not even one time. He had great feeling up in his playing and he always played on the beat. I just loved the way he played and sang.” –Miles Davis




 Now back to our regularly scheduled programming ;-)






Dizzy On The French Riviera
1960

In the next photo below, we see Dizzy Gillespie playing his trumpet in the water on the French Riviera in 1960, and notice he is wearing his Rolex GMT Master on his Oyster Bracelet!




In the photo below we see Dizzy Gillespie playing in an intimate jazz club in 1964, and you can see him wearing his Rolex GMT-Master on a Jubilee bracelet.


This next video was filmed at the Olympia theater in Paris France in 1965 and it features The Dizzy Gillespie Quintet performing One Note Samba.



Next up we see The Dizzy Gillespie Quintet in 1966, playing on the BBC Jazz 625 Show, and he is wearing his trademark Rolex GMT-Master. This performance really shows how much Dizzy's jazz style evolved and became smoother and more refined. In the mid 1960s his music gained more of a congo/samba-like, almost mellow, or melancholy vibe. I hesitated to use the words, "melancholy" since Diz's music is so energetic, sharp and vibrant.








Dick Cavett Interviews Dizzy Gillespie in 1982










A Night In Havana with Dizzy Gillespie

Dizzy Gillespie was not only the king of Bebop jazz but he was really into Afro-Cubano Jazz, and in 1989 he starred in this amazing documentary on his performance at the Fifth International Jazz Festival, in Havana, Cuba. In the video it shows Dizzy Gillespie hanging out with Fidel Castro in Cuba, who, by the way, took Cuba wearing a Rolex GMT-Master.





Dizzy Gillespie Pictured Above in 1989 Wearing His Trademark Rolex GMT Master


Dizzy Gillespie is pictured below with First Lady and President Bush on November 17, 1989, at a White House ceremony where Dizzy received the National Medal Of Honor.


Dizzy Gillespie is pictured below in the late 1980s, and he is still wearing his trademark Rolex GMT Master. The history of Jazzy Trumpeters can really be broken up into a succession of five generations, with each having a man who best symbolized it. The first was Louis Armstrong; then Dizzy Gillespie; then Miles Davis; then Wynton Marsalis, and most recently Chris Botti.



Dizzy Gillespie was a teacher of Wynton Marsalis who summed up his thoughts on Dizzy, when he said:

"Dizzy Gillespie's playing showcases the importance of intelligence. His rhythmic sophistication was unequaled. He was a master of harmony—and fascinated with studying it. He took in all the music of his youth—from Roy Eldridge to Duke Ellington—and developed a unique style built on complex rhythm and harmony balanced by wit. Gillespie was so quick-minded, he could create an endless flow of ideas at unusually fast tempo. Nobody had ever even considered playing a trumpet that way, let alone had actually tried. All the musicians respected him because, in addition to outplaying everyone, he knew so much and was so generous with that knowledge..." –Wynton Marsalis





Thursday, October 23, 2025

Stefano Mazzariol: Rolex Brevet: Crown On Crown


Stefano Mazzariol
Rolex Macro Studio Shot Of The Day
Rolex Brevet: Crown On Crown

Wednesday, October 22, 2025

1942 Rolex Error Proof Dial Poster Sold for $11,500!!!



1942 Rolex Error Proof Dial Poster

Sold for $11,500!!!


Thomas Andersen is a reader of Jake's Rolex World and he sent in a link that showed an original 24.75 x 17 inch Rolex Oyster Error Proof dial poster that came up for auction back in June of 2020 at Swann Galleries. This poster sold for a whopping $11,500!!! I wrote an article years ago that featured this poster and it was titled, "California Dreaming: The Complete History of the California Dial."



The Lot notes that described this magnificent art-deco poster reads:

24 3/4x17 inches, 63x43 1/4 cm. Haefeli & Co., 
Switzerland. 

Condition A: minor creases at edges. Paper. 

Rolex's original patent for their "Error Proof Radium dials," which became known (in the 1980s) as the 'California Dial,' was granted on June 15, 1942. 

Ironically their proof-reading was not error-proof, as the word 'Radium' is misspelled here where it first appears.

The design of the face of the bubble-back watch features a combination of bold Arabic and Roman numerals. 

The patent states, "that this particular arrangement will give a clear view of the hours, will be easy to create with luminous materials, and will allow easy reading of the time–especially within wristwatch cases, where the dials are relatively small." 

The dial is a significant milestone in Rolex history, as it became the basis for the dials on the company's Submariner, SEA-DWELLER and GMT Master watches. Rolex purists have also pointed out the unusual crown logo on this poster. Rolex ceased use of radium in 1963, due to the cancer-causing nature of the element. Rare

Monday, October 20, 2025

Rolex Coolness: Eric Clapton-Yellow Gold Rolex Day-Date Ad


...Rolex Super Coolness...
Eric Clapton
A Brilliant Musical Career With Rolex Keeping His Time

Eric Clapton has enjoyed an amazing musical career. He is the only three-time Rock and Roll Hall of fame inductee, as a solo artist, as well as a member of the Yardbirds, as well as Cream. Eric Clapton is arguably one of the most influential and successful guitarists of all time.



Eric Clapton is a vintage Rolex collector as well as being a Rolex Ambassador. In the photo above and below we see Eric Clapton sporting his Paul Newman Rolex Daytona on a Fatstrap, the exact way Paul Newman wore his.



Just for frame of reference, I thought I would share this photo of Paul Newman wearing his trademark Exotic Dial Daytona on a Fatstrap. If you compare the photo above and below you see that Eric Clapton's Paul Newman Daytona is absolutely true to form.




Rolex Coolness: Eric Clapton
Yellow Gold Rolex Day-Date Ad




Rolex Coolness: Eric Clapton
50th Anniversary Rolex GV Milgauss



Clapton Sporting a Rolex Submariner




Clapton Sporting a Rolex GMT-Master



Riding With The King

Eric Clapton is pictured below with B.B. King. Eric is wearing his Submariner and B.B. King is wearing his trademark yellow gold Rolex President which is not visible in this picture. B.B. Kings Rolex President is as much a part of his kit as his guitar–Lucille.



Speaking of Eric Clapton and B.B. King, here they are pictured above with John Mayer, and they are all wearing Rolex watches. B.B. King, Eric Clapton and John Mayer are considered to be the greatest guitarist of their respective generations.

Of course when B.B. King played his trademark Gibson Lucille (Model ES 355) he wore his trademark Yellow Gold Rolex Day-Date President.

In this photo Clapton is also wearing a Day Date and John Mayer is wearing one of his vintage Rolex Explorer II watches with the orange hand.


Eric's Great Buddy

Talk about a Mentor and Protege...Blues guitar legend Buddy Guy and Eric Clapton at a Crossroads Charity event. Crossroads is Eric Clapton's charity organization.

Buddy Guy is one of the greatest Blues and Rock guitarist that ever lived. If it was not for Buddy Guy's early innovation on the guitar playing style on the guitar there never would have been a Hendrix.

Buddy does not just play the guitar, he completely dominates it like I have NEVER seen anybody else do.



Eric Clapton's Rolex Watches At Auction

Eric Clapton was one of the first celebrities to get into collection vintage Rolex watches. Over the years he has auctioned many of them and donated the benefits to his charity foundation. This Stainless Steel Rolex Daytona set a world watch auction record a few years ago by selling for $505,000.

The watch is considered to be very rare because it has an "Albino" dial.

Eric Clapton's Albino Daytona


Eric Clapton once owned this Extremely Rare Rolex watch dubbed "The Yachtmaster Daytona which was a Prototype Rolex and was never offered to the public. It is fascinating to see how Rolex experimented with the nautical theme in the 60s and early 70s be creating a 39MM Yachtmaster. Of course, Rolex did not bring the current Yachtmaster to market until decades later.

Eric Clapton's Rolex Yacht-Master prototype sold at a Christie's Auction in 2003 for $125,000, and Eric Clapton donated the proceeds to his Crossroads Foundation. His Rolex Yacht-Master is picture below and appears courtesy of Christie's Auction House.


Here is another photo of Eric Clapton's Rolex Yacht-Master Prototype Reference 6239/6242. There are only 3 known examples of the Rolex Yacht-Master Prototype. The first is this one that was owned by Eric Clapton. The second one is owned by John Goldberger, and the last one is owned by Rolex and kept in their private collection and it has a special bezel [Reference 6542].





Sunday, October 19, 2025

Two Tone Jubilee Bracelet

 ...Rolex Studio Shot of the Day...

Two Tone
Jubilee Bracelet

Friday, October 17, 2025

I Dream Of Rolex: Larry Hagman & Barbara Eden



I Dream Of Rolex

Larry Hagman & Barbara Eden

Rolex Lady Date & Day-Date


What does I Dream Of Jeannie have in common with Rolex? They are both beautiful Timeless Classics that make people smile! I Dream Of Jeannie is one of the most iconic TV shows in history, right up there with I Love Lucy and The Andy Griffith Show. 

I Dream Of Jeannie originally aired on TV in 1965 and ran to 1970, which covered 5 seasons and 139 episodes. The premise of the show was that a NASA Astronaut was in a rocket that was launched and went off-course and landed on a desert island, where he finds a beautiful genie in a bottle he opens, who calls him 'Master'. Probably every man's dream :-0




Larry Hagman passed away on November 23, 2012, and in the photo below, we see Barbara Eden who played Jeannie, and Larry Hagman who played Major Nelson on I Dream Of Jeannie, hanging out together not so long before he passed away, and notice both of them are still wearing their yellow gold Rolex watches!!!



So let's go back in The Rolex Time Machine and take a closer look at their Rolex watches. 



First we see Barbara Eden wearing her yellow gold Rolex Lady-Date model on Jubilee Bracelet.



The photo below of Barbara Eden was taken when she turned 90 years old and notice she is still wearing her yellow gold Rolex Lady Date. Today Barbara is 91 years young.



DALLAS


Next we see Larry Hagman who went on from playing Major Nelson on I Dream Of Jeannie, to playing J.R. Ewing on the epic TV Show Dallas. Dallas ran from 1978 to 1991, and was ultra successful. Larry Hagman is pictured below wearing his yellow gold Rolex Day-Date on Dallas.



In later episodes of Dallas, Larry Hagman's character started sporting his yellow gold Rolex "President" on a special special custom-made gold and leather strap with his J.R. initials on it, as seen below.



Larry Hagman reprised his role as J.R. Ewing on Dallas when it came back to TV in 2012, and in the photos below we see Larry Hagman wearing his Rolex Day-Date on his special JR Gold Band.








On I Dream Of Jeannie, Larry Hagman played the role of Air Force/ NASA Major Anthony Nelson. The show aired from 1965 to 1970 and in many ways it mirrored the times. Specifically, between 1965 and 1970, NASA went from Project Mercury to Gemini to Apollo. Project Mercury put the first American in space to orbit the Earth, and Apollo was the first to put a man on the moon. At the time, the NASA Astronauts were like the new cowboys. 









DEADLY ENCOUNTER

1982 Helicopter Action Movie

Stainless Steel Rolex Submariner

Reference 1680

In the photos below we see Larry Hagman in a different role, rockin' a different Rolex model–this time he is wearing a Rolex sports watch, which appears to be a Submariner Reference 1680 in Stainless Steel.



I received an email a decade ago from a reader of Jake's Rolex World who lives in Rio de Janeiro, Brazil, named Luiz, and he sent me the following email:

Hi Mr. Jake...

My name is HEITOR AZEVEDO, from Rio de Janeiro, Brazil... I´m a Sikorsky S-76C++ helicopter pilot. I have two Rolex Submariner Supercase Ceramic... and I´m a great admirer of your blog and histories.

I saw a Larry Hagman´s movie from 1982. In the first scene, you can see Mr. Hagman proceeding a helicopter pre-flight check wearing a beautiful Rolex Submariner in the movie DEADLY ENCOUNTER.

I was looking for this movie, to watch the helicopters performances, but I was very surprised when in the first scene I saw Larry Hagman wearing a Submariner almost like my two 116610LN (I have one with steel bracelet and another one with a black rubber bracelet with white needlework line that I usualy wear to work).

I hope to have helped to improve your fantastic blog histories.

Thank you very much, best regards,
HEITOR AZEVEDO – Rio de Janeiro – Brazil.

Thank you so much Heitor, and yes I watched the whole movie and got some screen grabs of Larry Hagman wearing his stainless steel Submariner. By the way, Larry Hagman made this movie in 1981, while he was staring in Dallas. Dallas began in 1978 and ran until 1991. 


Watching this movie was a trip. The helicopter flying and stunts were fascinating, but it was really kind of a cheesy early 1980s movie. Think, Airwolf, meets Charlie's Angels, meets Star Wars, meets Miami Vice ;-) Either way, it is still a trip to see Larry Hagman rockin' a stainless steel Rolex Submariner.







Thursday, October 16, 2025

Brian Niccol Starbucks CEO



...Rolex Coolness...

Brian Niccol
Starbucks CEO

Rocking a Starbucks LV Submariner 

This is an interesting story about Starbuck's maverick CEO, Brian Niccol who is in the process of reinventing Starbuck, in a back the future way, and he's doing is with a Starbucks LV Submariner on his wrist. Talk about life imitating art. 


The image above, taken by Jessica Chou, is from a fascinating FAST COMPANY story titled "Behind The Brand: Venti Expectations. Starbucks CEO Brian Niccol built a reputation for quickly reviving fast-food empires. He’s trying to do the same for the coffee giant by reconnecting the brand with its original soul. But this time, change is a slower brew."

It should probably come as no surprise that Starbucks CEO, Brian Niccol rocks a Submariner as Howard Shultz, who is Starbucks founder, has the most amazing Rolex collection, which I have documented in great detail in the past.