After working in New York City in the early 1950s for John Hermansader and Esquire magazine and Margaret Hockaday's advertising firm, Miles was hired in his own right around 1955 by Francis Wolff of the jazz record label Blue Note to design album covers when the label began releasing their recordings on 12" LPs. Miles designed over five hundred covers, frequently incorporating the session photographs of Francis Wolff and, later, his own photographs, although many of his later designs dispensed entirely with photographs.
Miles wasn't particularly interested in jazz, professing to have much more of an interest in classical music; he received several copies of each Blue Note album he designed but gave most of them to friends or sold them to used record shops. Miles used the descriptions of the sessions relayed to him by producer Alfred Lion to create the artwork.
Lion's retirement as a record producer in 1967 coincided with the end of Miles' connection with Blue Note. "Fifty Bucks an album...they loved it, thought it was modern, they thought it went with the music...one or two colors to work with at that time and some outrageous graphics!"
As a photographer, Miles moved to Hollywood, California in 1971 and operated a studio under the name Reid Miles Inc. Many of his most famous shots were elaborate montages of people and group photographs, reminiscent of Norman Rockwell. Several of these were shot for record album covers, including Chicago IX: Chicago's Greatest Hits and The Basement Tapes.
Miles created a fine art series of photographs. A signature technique of these were the visual elements of the photograph that continued across the matting and frames.
Blue Note Records
- Bud! The Amazing Bud Powell (Vol. 3)
- Cool Struttin'
- Doin' the Thing
- Midnight Blue
- A Night at Birdland Vol. 1
- The Scene Changes: The Amazing Bud Powell (Vol. 5)
- Serenade to a Soul Sister
- Milt Jackson and the Thelonious Monk Quintet
- The Sidewinder
- Out to Lunch!
- Empyrean Isles
- Our Man in Paris
- No Room for Squares
- Blue Train
- Go (Dexter Gordon album)
- A New Perspective
- In 'n Out
- It's Time! (album)
- Into Somethin'
- The Sermon (Jimmy Smith album)
- Midnight Special (Jimmy Smith album)
- Good Move!
- Speak No Evil
- Out of This World (The Three Sounds album)
- Midnight Creeper
- Joyride (Stanley Turrentine album)
- Trompeta Toccata
- Una Mas
- The Rumproller
- Maiden Voyage (Herbie Hancock album)
- Soul Station
- Gettin' Around
- Speakin' My Piece
- Hank Mobley (album)
- Night Dreamer
- Gravy Train (Lou Donaldson album)
- Takin' Off
- Speak Like a Child (album)
- Dialogue (Bobby Hutcherson album)
- Jutta Hipp with Zoot Sims
- Happy Frame of Mind
- Sonny Rollins, Volume 1
- Mode for Joe
- A Swingin' Affair
- Open Sesame (Freddie Hubbard album)
- Introducing Kenny Burrell
- Let Freedom Ring
- Blues Walk
- Free Form (Donald Byrd album)
- The Cover Art Of Blue Note Records by Graham Marsh and Glyn Callingham ISBN 1-85585-919-X
- Richard Cook Blue Note Records The Biography, ISBN 0-7126-3623-4
- Heller, Steven; D'Onofrio, Greg (2017-09-19). The Moderns: Midcentury American Graphic Design. Abrams. ISBN 978-1-68335-012-5.
- "The Jazzy Blue Notes of Reid Miles". Retinart. Retrieved 2017-12-14.
- "Reid Miles; Designed Album Covers, TV Ads". Los Angeles Times. 1993-02-12. ISSN 0458-3035. Retrieved 2019-05-11.