A Jazz Listening Guide: 10 artists and 50 albums

Feb 12, 2020JKG, Music, Resources7 comments

In the course of my travels playing Jazz gigs here and there, I’ll occasionally have a post-concert conversation that starts something like this: “You know, I’ve never really listened to much Jazz, and before tonight, I never really thought I would like it, but I really did like it tonight.”

In response to that opening, I’ll usually say something like this: “Well, Jazz is not very easy listening music at first, but if you give it time, it will grow on you!” Often I’ll follow that up with a little invitation, mentioning, “You know, if you want some advice on a listening path into the music, write me, and I can make some suggestions.” A number of times people have taken me up on that offer. This article is an attempt to share this advice publicly.

Jazz is still a young, and vibrant art form. Today it’s a global music, played in intimate listening spaces that dot metropolitan areas across the planet. In the last year, I’ve played Stardust in Beijing, Budapest, and Bloomington, Indiana, my hometown, where it was first written a century ago by Hoagy Carmichael.

It’s also a very diverse music, with vastly different forms of expression—from melodies that penetrate the heart instantly to obscure forms of ordered chaos that leave the mind and soul disoriented (which is the intended effect). There are so many artists, worthy of attention, so many names that are hardly known outside the small circle of living practitioners. Where to begin?

My thought is to give you a frame that will provide for both breadth and depth in your listening experience—10 seminal names, that would make up my “Top Ten Jazz Musicians” list. In selecting these 10, I’ve given the most priority to those who had the most influence on the music, either through their own innovations, or their impact on other musicians. The inclusion of most of these artists is indisputable among Jazz players and lovers, but one could reasonably argue for one musician over another as we get to the last few. This is my good faith effort. The names are presented in chronological order, not in order of “importance.” Albums are also listed in chronological order. These recordings provide a sense of the evolution of Jazz style which continues to the present day. For each artist, I share five recordings that represent the pinnacle of their creative production and a sense of their music’s development. Jazz is a dynamic music, always growing.

This list reflects my personal tastes, of course, but these are artists that all Jazz players and lovers adore. Limiting my list to ten spots is a difficult task, but take this as a good starting point, from which you can explore the tributaries that flow out of these rivers of inspiration. Along with the musicians, experience the unfolding adventure of discovery.

Please remember that while we are presenting individuals, Jazz is usually a collective art form. Each of these artists led groups teams where the quality of the togetherness is as important as the particular talents of each member. In the case of the two big band leaders mentioned, Ellington and Basie, the instrumentalists themselves were their primary instrument along with their own piano.

Finally, a word about the conspicuous absence of three incredibly important singers from my list. In defense, I would make a case that Billie Holiday, Ella Fitzgerald, and Frank Sinatra merit inclusion as popularizers of the music. However, they were not pioneers of evolving Jazz style, and in the Jazz pantheon, innovators have the highest places of honor. This is why the most innovative and influential singer of the 20th Century, who also happened to be a trumpet player, is the first name given. Albums that feature Ella and Frank are included in our suggested albums list. So not to leave her out, you can find a lovely clip of “Lady Day” right here.

These recordings are available on Apple Music, Spotify, or YouTube (I’ve included YouTube links to whole albums where possible, or otherwise to single songs).

When I first started discovering Jazz as a wide-eyed and open-eared 15 year old, I had to take the 5 dollars I made from mowing a yard and ride my 10-speed bike a half-hour across town to buy a Bluenote LP. My, how times have changed. Now everything is available. So now it’s up to you to choose well.

As we say say to our audiences in Italy, “Buon ascolto” (good listening)!

1. Louis Armstrong: The patriarch, he made everything that followed possible.

Complete Hot Fives and Sevens
The Complete RCA Victor Recordings
Louis Armstrong Plays W.C. Handy
Ella and Louis
The Great Chicago Concert

2. Duke Ellington: Our greatest composer, he made the unique voice of every musician his instrument.

The OKeh Ellington
Never No Lament: The Blanton-Webster Band
Ellington at Newport
Money Jungle
And His Mother Called Him Bill

3. Count Basie: His bands played with unrivaled “swing”, the propulsive rhythmic power that makes Jazz move us.

The Complete Decca Recordings
Basie Straight Ahead
The Complete Atomic Basie
Basie and the Kansas City 7
Sinatra at the Sands

4. Charlie Parker: When this virtuoso improviser exploded on the scene, modern Jazz was born.

The Complete Dial Sessions
Bird: The Complete Charlie Parker on Verve
Best of the Complete Live Performances on Savoy
Town Hall, New York City, June 22, 1945
Charlie Parker with Strings

5. Thelonius Monk: He played and imagined sound like nobody else around him. And now we all play his music.

Thelonius Monk and Sonny Rollins
Brilliant Corners
Misterioso
Solo Monk
Big Band and Quartet in Concert

6. Miles Davis: The master of cool changed the course of Jazz history three times. His sound can seduce you or slice you.

The Birth of the Cool
Kind of Blue
Porgy and Bess with Gil Evans
The Complete Live at the Plugged Nickel
Bitches Brew

7. Art Blakey: He brought bop back to its bluesy, groovy roots, and found a worldwide following.

A Night at Birdland, Volume 1,2, and 3
Moanin’
Paris Jam Session
Caravan
Free for All

8. Bill Evans: His melodies feel like gently, falling water, his harmonies reimagine space.

Portrait in Jazz
Conversations with Myself
Undercurrent (with Jim Hall)
Alone
I Will Say Goodbye

9. John Coltrane: His soul and his music moved ever forward, ever upward, reaching beyond words for more reality.

Blue Train
Giant Steps
Ballads
A Love Supreme
Ascension

10. Ornette Coleman: What happens if we throw out some rules we don’t really need, to say something else. This happens.

Something Else 
The Shape of Jazz to Come
Free Jazz
Science Fiction
Skies of America

Finally, a little advice on the listening process—how you bring yourself to the music is as important as what it brings to you.

Postpone judgment of what you hear, and try to absorb it as fully as you can. These recordings bear the weight of and require repeated listenings. For the harder things let the interval between listens be longer—like months later. Try focusing your attention in different directions—from a big picture view where you take in the total effect, to centering on a single sound, to sensing the relationships between two or three sounds. Interaction is central to what’s happening. Leave the world of words. Just feel, move, and imagine. Let the music lift your mind, body, soul to a new place.

Peace, all.

JKG, Feb 2020

Photo by Janine Robinson on Unsplash

7 Comments

  1. Ju

    What a phenomenal resource. Thank you for your generosity in sharing it with us.

  2. Rinus

    Thanks for this impressive listing! It made me go back to my old cd-collection and I found there John Coltrane, Miles Davis, Louis Armstrong, Art Blakey and Thelonious Monk waiting for me to be listened to again! I am sorry that I have left them aside for too long!

  3. Craig

    Kyle, thank you for this great resource. Were the artist easy to choose? Is there an established canon in jazz? I have listened to each of these musicians and know the value of revisiting a piece if it seems difficult on the ears the first time. I have seen my appreciation grow over the years. Your suggestion works. I do have a question about the role of albums in this day and age of playlists. Assuming the album has a particular focus, what suggestions do you have on how to identify and appreciate the principle themes of an album? Thanks

    • jkylegregory

      Hey Craig,

      There’s much consensus (pretty much total) about the greatness of these artists, but as I mentioned they’re not ranked in order, and some might suggest a few different names in the last few spots, depends on what you prioritize, and i’ve given priority to innovation, expanding the language.

  4. jkylegregory

    Regarding your great question about albums, how to identify a “theme” depends on the work. We always assume that the artist has intentionally selected pieces and their order for an album, to maximize the expressive effect of the song collection. That’s one reason I prefer listening to them over compilations. Some albums, are conceived as a single unifying narrative with particular chapters, like Coltrane’s “A Love Supreme”. In the old days, with LP liner notes, you would have some clear clues as to the artist’s intent —which is the clear case w A Love Supreme. But often in jazz, recordings are conceived like concerts, where you have consecutive pieces ordered so that there is musical contrast between songs (for example contrasting tempos or stylistic grooves), but there may not be a strong thematic connection between the pieces.

  5. jkylegregory

    Finally, let me say just a bit more about interpreting Jazz. I think the most satisfying way to approach this music (and for that matter any music in my opinion) is to not worry too much about the creator’s intent. Especially with instrumental music without words (as I wrote in another Nexus article here), leaving behind the baggage of all the heavily weighted associations that words can have for us, we have increased space to imagine what matters the most to us individually. We’re free and responsible to make meaning personally, observing our own feelings, images, and memories that come to mind, heart, and body. Because we think with words, they are fine, too, as they bubble up from inside of us.

    At the same time, the more you notice the sound qualities of the music: especially timbre (tone color), melody, harmony, dynamics (loudness), and form (organization through repetition, contrast, and variation)—through repeated listeners, the more deeply it will move you. These qualities don’t need to be named or explained, they just need to be heard. The differences between the qualities, as you connect with them, will lead to different experiences. Louis Armstrong and Miles are both trumpet players, but their individual sounds are so distinct that sometimes it’s hard to imagine the are blowing through the same kind of horn.

    There are some general qualities of all Jazz music that are helpful to be aware of as a starting point for any Jazz encounter. Being an improvised music Jazz is always a powerful metaphor for the special human qualities of freedom, creativity, and aliveness (our awareness of the gift of life). But whenever I’m playing I’m always hoping that the listener brings enough good will to make their own personal discovery of meaning. What does this music mean to you? That’s what I’m interested in.

    I get so excited when people ask about the meaning of Jazz that I can hardly stop responding—but I’ll try!

  6. tim_y

    Thanks Kyle, awesome stuff! I wonder if you would at some point be willing and able to make us a playlist (on your streaming platform of choice) of the top 50 songs from these top 50 albums?! Reading about listening to jazz is a good thing but no substitute for the main event 🎺

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