ESSENTIAL CDs
The most important thing you can do to further your knowledge of Jazz and improve your ability as a musician is listen. In addition to the soloists, check out the rhythm sections. Since the vast majority of recordings in Jazz feature piano players, not guitar, they are the folks to look to when trying to learn how to comp. You can learn volumes of stuff from these folks. If you haven't heard this music, you're in for a treat. Click on the photos to go to amazon.com to listen to clips. These titles are not in any particular order of preference, and as others come to mind I will add to the list. If I left off one of your favorites, my apologies.

Miles Davis - Kind of Blue
This is the first Jazz record I (and a lot of other folks) ever bought. When I first put it on, I thought everything was written out, it was so perfect. Three of the greatest horn players in history, plus two very distinctive piano players, and a great rhythm section.
Miles Davis - Milestones
If you were trapped on an island with only 5 CDs, hope that this was one of them. The same horns as above with an awesomely swinging rhythm section. Check out Trane and Cannonball Adderly trading on Dr Jekyll.

John Coltrane - Transition
For my money, the greatest record by Trane's quartet. They had been together for a while by the time they made this, and McCoy Tyner had really come into his own. It's adventurous, beautiful and everybody plays their asses off.
Ben Monder - Dust
I don't know if Ben Monder is known outside of New York, but he should be. A truly original approach to the guitar, with unequalled instrumental skills at his disposal. He plays chord voicings that no one else does, and is an inventive soloist. This album is on the mellow side, but well worth checking out. Ben is truly someone who is expanding the horizons of the guitar.
John Coltrane - Blue Train
One of Trane's late 50's masterpieces. His solo on the title cut is worth the price alone. Lee Morgan also plays some truly memorable solos. Momen't Notice and Lazy Bird are also on this album. (BTW, if you ever happened to see the chart of Blue Train in the old Real Book, it's 100% wrong. It is a blues in Eb.)
Sonny Rollins - Saxophone Colossus
Sonny on fire. Some of the best improvising on record. His solos on Strode Rode and St. Thomas are unbelievable.
Wes Montgomery - Full House
My favorite guitar record of all time. Wes has the most amazing flow of ideas. The chord solo on Cariba is his best. Check it out! With Johnny Griffin and Miles Davis' rhythm section. Swinging! Also check out Smokin at the Half Note, below.
Dizzy Gillespie 1945-1946
Dizzy and Bird turning the world on it's head. The playing on Shaw 'Nuff is absolutely awesome. This must have really taken a lot of folks by surprise when it came out
Kurt Rosenwinkle - The Enemies of Energy
One of the new conceptions of guiar playing. Distinctive writing and playing abound on this recording. Definiely worth a listen.
Bill Evans at the Village Vanguard
This is a record that changed the idea of rhythm section playing. The level of interaction between the soloist and rhythm section is much higher than had been customary. Bassist Scott LaFaro was a truly innovative player.
McCoy Tyner - The Real McCoy
An absolute classic from the late 60's. McCoy, Elvin and Joe Henderson all in fine form. My favorite McCoy album (and a lot of other people's too).
Steve Masakowski - For Joe
This is one of the best examples of a straight ahead jazz guitar trio on record. Steve plays hip voicings, great lines and comps for himself. You can learn volumes about trio playing from this CD.
Miles Davis - ESP
Miles' 60's quintet was one of the great ensembles in Jazz. The combination of players and Wayne Shorter's writing produced a sound unlike any other group. Oh, and a new approach to rhythm section playing. See Nefertiti, Miles Smiles and Sorcerer below.
Sonny Rollins - The Bridge
One of the first records with guitar (Jim Hall) as the only comping instrument. The title cut has Sonny dicing through Rhythm Changes with a very sophisicated and modern sounding palette. Jim Hall's comping is one of the foundations of modern guitar playing.
Wayne Shorter - Speak No Evil
Fantastic tunes played by an incredible group (Wayne, Freddie Hubbard, Herbie Hancock, Elvin Jones and Ron Carter). A very influential record to this day. Wayne wrote so many great tunes, and this record has a lot of them.
Wes Montgomery - Smokin at the Half Note
Some folks would insist that this album rather than Full House (above) is the greatest Wes album. They would have a strong argument. It features the same players except Johnny Griffin. Let's face it, both recordings are worth knowing intimately.
Chick Corea - Now He Sings, Now He Sobs
This record sounds as fresh today as it did 30+ years ago. You can hear the influence of McCoy Tyner in Chick's lines, but the sound of this music is truly unique. One of the great Jazz recordings of all time.
Joe Henderson - Inner Urge
One of the unique voices in Jazz, Joe's Blue Note albums have been very influential to subsequent generations of musicians. A strong writer, and a tenor player with a distinctive sound, Joe's groups were always impeccable.
Jazz at Massey Hall
Bird, Diz, Bud, Mingus and Max, live. The supergroup of the era.
George Benson - Body Talk
My favorite Benson record. George can play things on the guitar that no one else can touch. There are countless players who owe their entire careers to imitating George. This record has the best groove guitar licks ever, and great lines. If you only know George as a Pop star, you're in for a treat. Check this out!
Art Blakey - Free For All
Probably Blakey's most intense playing on record. The sound that pours out of his drums is volcanic. Wayne Shorter, Freddie Hubbard, Curtis Fuller, Cedar Walton and are the beneficiaries of this prodigiuos energy.
Brad Meldau - The Art of the Trio Vol 2
A fresh approach to a classic ensemble format, Brad's playing is really individualistic. His solo on Countdown is unbelievable. One of the great players of the current generation.
Herbie Hancock - Speak Like a Child
Beautiful writing for three horns by Thad Jones (uncredited). Herbie is the only soloist though, and plays incredible solos on Riot and Sorcerer.
Joe Henderson - So Near, So Far
A more recent recording, this is relaxed playing in a guitar quartet format. John Scofield is easily one of the best compers in Jazz. His arrangements of the melodies are great examples of how to use guitar in a small group.
John Coltrane - A Love Supreme
One of the most famous records in Jazz. Incredibly influential for musicians, and widely heard by many people who didn't otherwise listen to Jazz. Trane's solo on Pursuance is astounding.
The Amazing Bud Powell Vol. 1 (and Vol. 2)
Some quintessential Bud Powell here. Some of his most famous tunes for trio and quintet. You can hear where McCoy Tyner got his early sound from, and in turn, his influence on Herbie Hancock and Chick Corea. A must have.
John Coltrane - Giant Steps
The record that raised the bar for improvising on chord changes. It established Trane's place as one of the greatest players of all time. We're still dealing with the title tune and Countdown today.
Freddie Hubbard - Hub-Tones
Freddie's and Herbie Hancock's solos are truly awesome. Freddie is the greatest trumpet player ever in his ability to get around the horn, and an incredibly hip improvisor. Well worth checking out.
Joe Henderson - Live in Japan
The best Joe Henderson solos ever. Has to be heard to be believed. Incredible intensity and creativity.
Hank Mobley - Workout
Hank was sophisticated harmonically while being very accessible and melodic. He is a great player to transcribe in order to learn the ins and outs of playing on chord changes.
Ornette Coleman - The Shape of Jazz to Come
One of Ornette's early recordings. This style of "free" playing caused a real stir when it first appeared. Though not using the changes to improvise with, you can hear a strong element of blues in Ornette's playing.
Dizzy Gillespie - Sonny Side Up
Some of the best bebop tenor sax playing ever. Sonny Stitt and Sonny Rollins trading on Eternal Triangle is possibly the greatest "tenor battle" of all time. And I mean BATTLE!
John Coltrane - Impressions
The definitive recording of Trane's signature composition Impressions. One of the records that defined modal playing.
Joe Henderson - In 'n Out
Classic Joe, I believe it's his first record as a leader. Featuring Kenny Dorham, McCoy Tyner and Elvin Jones. Punjab and Serenity are two of the greatest Jazz compositions.
Miles Davis - Nefertiti
Along with ESP (above) Miles Smiles and Sorcerer (below), the studio recordings of this group represent a body of work that is increibly advanced and still sound fresh today.
Art Blakely - The Big Beat
Great hard bop playing and Wayne Shorter's tunes make this one of the best Art Blakey records. Lee Morgan's solos are first rate as are Wayne's and Cedar Walton's. Features the tune Lester Left Town and a great version of Paper Moon.
Andrew Hill - Point of Departure
A very unique writer who always put together hip bands, Andrew Hill is not as well known as some of his contemporaries, but is definitely worth checking out. With Tony Williams, Joe Henderson and Eric Dolphy.
Wayne Shorter - Schizophrenia
Very hip tunes and arrangements for the three horns, greatWayne and Herbie Hancock solos.
McCoy Tyner - Inception
Great early McCoy trio record. You can tell this influenced Herbie Hancock's playing on Hub-Tones (above). Very swinging and harmonically advanced playing.
Wayne Shorter - The All Seeing Eye
One of the freer recordings by Wayne, it features very dark moods and fine playing by Freddie Hubbard and Herbie Hancock in addition to Wayne. If you don't know this sound it might be a little intense. You might listen to Schizophrenia (above) first.
Art Blakey - Caravan
Along with Free For All (above) one of the classic Blakey recordings from the early 60's. The arrangement on the title cut is fantastic.
Wes Montgomery - The Incredible Jazz Guitar
One of my favorite of Wes' studio recordings. It features classic like D Natural Minor Blues and Polka Dots and Moonbeams.
Joe Henderson - Four
Joe with the Wynton Kelly trio (as on Full House and Smokin at the Half Note with Wes). Incredibly inventive playing on standards. This only appeared in the last 5 years or so, and really knocked me out
George Benson - Cookbook
Burning organ group-era Benson. Check out Ready and Able, and start practicing. With Jack McDuff and Ronnie Cuber.
Wayne Shorter - JuJu
The tunes on this album are still played today. Great band, great writing.
Sonny Rollins - Live at the Village Vanguard
A must have. This record influenced every sax player (and other instruments) that came after. Inventive, very characteristic Sonny. Possibly his greatest record, although there is competition.
Miles Davis - Sorcerer
One of the great records of Miles' 60's quintet. In fact, they're all great. See Nefertiti and ESP above
Charlie Parker & Dizzy Gillespie - Bird 'n Diz
Great playing and classic tunes by two of the music's giants.
Herbie Hancock - The Prisoner
Fantastic solosists and great arrangements by Thad Jones. Beautiful instrumentation with alto flute and low brass. Long out of print, it's great that it's out on CD.
Art Blakey - Moanin'
Some of the all-time classic jazz tunes, and great solos by Lee Morgan, Benny Golson and Bobby Timmons.
John Coltrane - Soultrane
The best Trane recording, along with Blue Train (above) of the pre-Giant Steps period. Great variety of tempos and his first recording of I Want to Talk About You, his signature ballad.
George Benson - Breezin
The only record on this entire list that you are likely to hear when walking down the aisle of you local supermarket. But when you check out some of the guitar playing, you might drop the spaghetti sauce. This is the record that made him famous as a pop star, but ignore that stuff if you want and simply marvel at what a great player George is.