Beginning in the late 1960s, Pepper became a pioneer of fusion jazz. His band, The Free Spirits (active between 1965 and 1968, with guitarist Larry Coryell), is credited as the first to combine elements of jazz and rock. His primary instrument was the tenor saxophone (he also played flute and soprano saxophone). A similar timbre was taken up by later players such as Jan Garbarek, Michael Brecker, and David Sanborn.
Of Kaw and Creek heritage, Pepper also achieved notoriety for his compositions combining elements of jazz and Native American music. Don Cherry and Ornette Coleman encouraged Pepper to reflect his roots and heritage and incorporate it into his jazz playing and composition. His "Witchi Tai To" (derived from a peyote song of the Native American Church which he had learned from his grandfather) is the most famous example of this hybrid style; the song has been covered by many other artists including Harper's Bizarre, Ralph Towner (with and without Oregon), Jan Garbarek, Pete Wyoming Bender, Brewer & Shipley, Larry Smith with members of The Bonzo Dog Band, Yes and Keith Moon under the pseudonym of Topo D. Bill, and an unreleased version recorded by The Supremes in 1969. It was also covered in 1973 by Quebec singer-songwriter Robert Charlebois. Pepper supported the American Indian Movement.
He was musical director for Night of the First Americans, a Native American self-awareness benefit concert at the John F. Kennedy Center for the Performing Arts in Washington, D.C. in 1980 and played also at numerous powwows.
Pepper was a member of the short-lived band Everything Is Everything with Chris Hills, Lee Reinoehl, Chip Baker, John Waller and Jim Zitro. Their 1969 self-titled sole album spawned the near-hit single "Witchi Tai To" (which received abundant airplay reaching number 69 on the Billboard Hot 100 chart, and on which Pepper was the lead singer). It was issued on Vanguard Apostolic and UK Vanguard in England, and is the only hit to feature an authentic Native American chant in the history of the Billboard pop charts. 
In his own projects, Pepper recorded with Don Cherry, Naná Vasconcelos, Collin Walcott, Kenny Werner, John Scofield, Ed Schuller, Hamid Drake, and many others. His CD Comin' and Goin' (1984) is the definitive statement of Pepper's unique "American Indian jazz" with nine songs played by four different line-ups. It was also the first CD issued by the then-new all-CD label Rykodisc.  He also worked with the Liberation Music Orchestra, Paul Motian' s quintet, Bob Moses, Marty Cook, Mal Waldron, David Friesen, Tony Hymas and Amina Claudine Myers, and toured Europe intensively throughout his career.
Death and legacy
In 1998, composer Gunther Schuller arranged, conducted and recorded The Music of Jim Pepper for symphony orchestra and jazz band. Pepper was posthumously granted the Lifetime Musical Achievement Award by First Americans in the Arts in 1999, and in 2000 he was inducted into the Native American Music Awards Hall of Fame. In 2005 the Oregon Legislative Assembly honored the extraordinary accomplishments and musical legacy of Pepper. In 2008 the New York-based band Effi Briest released a version of Pepper's Newly-Wed Song as the B-side to their début single, Mirror Rim on Loog Records.
In 1969, Harpers Bizarre covered "Witchi Tai To" on the album "Harpers Bizarre 4". In 1973, Robert Charlebois covered "Witchi Tai To" on the album "Solidaritude". The same recording was republished on different compilations of Robert Charlebois. In 2001, Future Pilot AKA covered "Witchi Tai To" on the album Tiny Waves, Mighty Sea.
- Pepper's Pow Wow (Embryo, 1971)
- Comin' and Goin' (Europa, 1983)
- Dakota Song (Enja, 1987)
- Art of the Duo (Tutu, 1988) with Mal Waldron
- The Path (Enja, 1988)
- West End Avenue (Nagal, 1989) with Christoph Spendel, Ron McClure and Reuben Hoch
- Camargue (Pan Music, 1989) with the Claudine François Trio
- Flying Eagle: Live at New Morning, Paris (1989)
- Remembrance (Tutu, 1990)
- Polar Bear Stomp (Universal, 1991 )
- Afro Indian Blues (PAO, 1991 ]) with Amina Claudine Myers, Anthony Cox and Leopoldo Fleming
As band member
With Everything Is Everything
- Everything Is Everything (Vanguard, 1969)
With The Free Spirits
- Out of Sight and Sound (ABC, 1967)
With Archie James Cavanaugh
- Black and White Raven (BWR, 1980)
With Marty Cook
- Nightwork (Enja, 1987)
- Red, White, Black & Blue (Enja, 1987)
With Larry Coryell
- Coryell (Vanguard, 1969)
With The Fugs
With Gordon Lee
- Land Whales in New York (Gleeful, 1982 )
With Charlie Haden
With Sandy Hurvitz
- Sandy's Album Is Here At Last (Verve, 1967)
With Tony Hymas
- Oyaté (Nato, 1990)
With Paul Motian
- The Story of Maryam (Soul Note, 1984)
- Jack of Clubs (Soul Note, 1985)
- Misterioso (Paul Motian album) (Soul Note, 1987)
With Bob Moses
With Cam Newton
- Welcome Aliens (Inner City, 1979)
With Ray and the Wolf Gang
- The Blues Can't Turn You Loose (Gray Cats, 1987)
With Nana Simopoulos
- Wings and Air (Enja, 1986)
With Mal Waldron
- Remembering the Moment with Julian Priester, Eddie Moore & David Friesen (Soul Note, 1987)
- Quadrologue at Utopia (Tutu, 1989)
- More Git' Go at Utopia (Tutu, 1989)
With Peter Walker
- "Second Poem to Karmela" or Gypsies Are Important (Vanguard, 1968)
With the World Music Orchestra
- East West Suite (Granite, 1990)
- Pepper's Pow Wow (1995). Directed by Sandra Sunrising Osawa. Seattle, Washington: Upstream Productions.
- Berry, Jack. "Jim Pepper (1941-1992)". The Oregon Encyclopedia. Portland State University and the Oregon Historical Society. Retrieved 30 December 2015.
- Fricke, David. "The Famous Charisma Label". Retrieved 4 December 2013.
- Jim Pepper played the iconic saxophone solo on the Classic Four's hit "Spooky" which led to him doing a large amount of studio work in Los Angeles and paid him royalties for years thereafter.
- Chris Morris. "Ryko at Fifteen." Billboard, October 10, 1998, p. R-4.
- VH1 website
- 2005 Senate Joint Resolution 31
- Siegal, B. Discography of Jim Pepper's Work accessed November 12, 2015
The Encyclopedia of Native Music [University of Arizona Press, 2005], Brian Wright-McLeod