A sixteen, Roger toured with the great Louie Bellson Big Band. After graduating high school, he toured during the fall with the Quincy Jones Big Band on a tour to promote the Brother Johnson. He went on to play lead trumpet with international pop star Tom Jones for six years. In 1985, he joined the Woody Herman Orchestra on lead trumpet and remained until Herman's death in October 1987. During his tenure with Woody's band, he recorded 3 albums, all of which were nominated for Grammy Awards. Ingram also toured with the Maynard Ferguson Orchestra in 1988, 1990 and 1992, recording three albums with Maynard's band. He later collaborated with trumpeter Arturo Sandoval on the Grammy Award winning album "Danzon". Subsequently, there are a number of other Arturo Sandoval "collection" albums that Roger appears on.
In the early 1980s, he was immersed with playing production shows on the world renowned Las Vegas strip, working with Johnny Haig's "Relief Band". Beginning in 1992, Roger spent 16 years as a resident of New York City. In addition to recording and performing on a multitude of jazz and commercial recordings, he was also involved with hundreds of live concerts as well as over 20 Broadway productions.
In 1990, Roger joined the newly formed big band of Harry Connick Jr., recording 17 albums with Connick and working with Harry on a regular basis until 2010. Of the albums recorded by Harry, 3 were nominated for Grammy Awards, including "Songs I Heard", which won a Grammy Award in 2001. In between tours with Harry Connick Jr., Roger also toured in the trumpet section (lead by Walt Johnson) with Frank Sinatra, and juggled his schedule to work simultaneously with Wynton Marsalis and his Jazz at the Lincoln Center Orchestra. Ingram appears on seven albums with Marsalis, including the 1997 Pulitzer-Prize winning "Blood on the Fields".
He left Jazz at the Lincoln Center in 1997 to tour and record briefly with the legendary Ray Charles before returning to tour and record with Harry Connick Jr.'s Big Band again in 1997.
In 2008, Roger penned the trumpet textbook "Clinical Notes on Trumpet Playing", which has been sold in over 65 countries and is on the required or recommended reading list for many undergraduate and graduate programs worldwide.
Roger currently plays lead trumpet with Chicago's critically acclaimed New Standard Jazz Orchestra, which is considered by many to be the premier jazz orchestra in Chicago. Roger also plays Assistant Principal Trumpet with the American Federation of Musician's City Symphony of Chicago. In addition, Roger is one of the Solo 1st Cornetists with the Prairie Brass Band of Arlington Heights.
Roger's busy schedule includes musical contracting, writing articles, performing on commercial jingles, big band recordings, live concert presentations, Broadway shows and star acts in the Chicago area. Roger teaches private in-person and online lessons from his home music studio and regularly presents brass clinics for local high schools and universities. Roger is also actively involved with the Association of Professional Orchestra Leaders (APOL) to further the promotion and advancement of live music performance in the Chicago Area.
Roger is the owner of One Too Tree Productions, Publishing, Records and Products. Roger hires musicians and coordinates all musical requirements for shows, recording sessions and live events in the Chicago area.