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Callier was born in the North Side of [[Chicago]], [[Illinois]], and was raised in the [[Cabrini–Green]] housing area. He learned piano, was a childhood friend of [[Curtis Mayfield]], [[Major Lance]] and [[Jerry Butler (singer)|Jerry Butler]], and began singing in [[doo-wop]] groups in his teens. In 1962 he took an audition at [[Chess Records]], where he recorded his debut single, "Look at Me Now".<ref name=guardian>{{cite web|author=Will Hodgkinson |url=https://www.theguardian.com/music/2004/oct/15/folk.jazz |title=Interview with Terry Callier | Music |publisher=theguardian.com |date= |accessdate=2014-04-25}}</ref> At the same time as attending college, he then began performing in folk clubs and coffee houses in Chicago, becoming strongly influenced by the music of [[John Coltrane]].<ref name=jazzusa>{{cite web |url=http://jazzusa.com/stories/tcallier.htm |publisher=Jazzusa.com |title=Terry Callier - Reluctant Musician |accessdate=2014-04-25 |deadurl=yes |archiveurl=https://web.archive.org/web/20130131094637/http://www.jazzusa.com/stories/tcallier.htm |archivedate=2013-01-31 |df= }}</ref> He met [[Samuel Charters]] of [[Prestige Records]] in 1964, and the following year they recorded his debut album. Charters then took the tapes away with him into the [[Mexico|Mexican]] desert, and the album was eventually released in 1968 as ''The New Folk Sound of Terry Callier''.<ref name=guardian/><ref name=allmusic>{{cite web|author=Jason Ankeny |url=http://www.allmusic.com/artist/terry-callier-mn0000027916/biography |title=Terry Callier | Biography |publisher=AllMusic |date= |accessdate=2014-04-25}}</ref> Two of Callier's songs, "Spin, Spin, Spin" and "It's About Time", were recorded by the [[psychedelic rock]] band [[H. P. Lovecraft (band)|H. P. Lovecraft]] in 1968, as part of their ''[[H. P. Lovecraft II]]'' album.<ref name=unterberger>{{cite web|author=Richie Unterberger |url=http://www.richieunterberger.com/hplove.html |title=H.P. Lovecraft/H.P. Lovecraft II Liner Notes LOVECRAFT II |publisher=Richieunterberger.com |date=1968-05-11 |accessdate=2014-04-25}}</ref> H. P. Lovecraft featured fellow Chicago folk club stalwart [[Ethan Kenning|George Edwards]], who would go on to co-produce several tracks for Callier in 1969.<ref name=unterberger/>
He continued to perform in Chicago, and in 1970 joined the Chicago Songwriters Workshop set up by Jerry Butler. He and partner Larry Wade wrote material for Chess and its subsidiary [[Cadet Records|Cadet]] label, including [[The Dells]]' 1972 hit "The Love We Had Stays on My Mind", as a result of which he was awarded his own recording contract with Cadet as a singer-songwriter. Three critically acclaimed but commercially unsuccessful albums followed, produced by [[Charles Stepney]]: ''Occasional Rain'' (1972), ''[[What Color Is Love]]'' (1972), and ''I Just Can't Help Myself'' (1974). These demonstrated that Callier's influences included R&B, soul and jazz. Subsequently, he toured with [[George Benson]], [[Gil Scott-Heron]] and others. Cadet and its parent label [[Chess Records|Chess]] were sold in 1976 and Callier was then dropped from the label. The Songwriters Workshop closed in 1976. The following year, he signed a new contract with [[Elektra Records]], releasing the albums ''Fire On Ice'' (1977) and ''Turn You to Love'' (1978).<ref name=allmusic/><ref name=myspace>{{cite web|url=https://www.myspace.com/terrycallier |title=Terry Callier | Listen and Stream Free Music, Albums, New Releases, Photos, Videos |publisher=Myspace.com |date= |accessdate=2014-04-25}}</ref> The opening track of the latter album, "Sign Of The Times", was used as the theme tune of radio [[DJ]] [[Frankie Crocker]] and became Callier's only US chart success, reaching # 78 on the [[R&B chart]] in 1979 and prompting his appearance at the [[Montreux Jazz Festival]].<ref name=allmusic/><ref name="whitburnr&b">{{cite book |title= Top R&B/Hip-Hop Singles: 1942-2004|last=Whitburn |first=Joel |authorlink=Joel Whitburn |year=2004 |publisher=Record Research |page=62}}</ref>
Callier continued to perform and tour until 1983, when he gained custody of his daughter and retired from music to take classes in computer programming, landing a job at the [[University of Chicago]] and returning to college during the evenings to pursue a degree in sociology. He re-emerged from obscurity in the late 1980s, when British DJs discovered his old recordings and began to play his songs in clubs. [[Acid Jazz Records]] head [[Eddie Piller]] reissued a little-known Callier recording from 1983, "I Don't Want to See Myself (Without You)", and brought him to play clubs in Britain. From 1991 he began to make regular trips to play gigs during his vacation time from work.<ref name=allmusic/><ref name=callier>{{cite web|author= |url=http://www.terrycallier.net/ |title=親知らずを抜歯するなら歯科医に任せよう: いろんなパターンがある |publisher=Terrycallier.net |date= |accessdate=2014-04-25 |deadurl=yes |archiveurl=https://web.archive.org/web/20140421102813/http://terrycallier.net/ |archivedate=April 21, 2014 }}</ref>
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