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=== 1990s: more changes and ''Stone of Sisyphus'' === {{Main|Chicago XXXII: Stone of Sisyphus{{!}}''Chicago XXXII: Stone of Sisyphus''}} The beginning of the 1990s brought yet another departure. Original drummer Danny Seraphine was dismissed from the band in May 1990.<ref name="RRHOF Bio">{{Cite web|url=https://www.rockhall.com/inductees/chicago|title=Chicago: Biography|last=Bowman|first=Rob|website=Rock & Roll Hall of Fame|language=en-US|access-date=September 27, 2017|archive-url=https://web.archive.org/web/20170116154323/https://www.rockhall.com/inductees/chicago|archive-date=January 16, 2017|url-status=live}}</ref> Seraphine was succeeded by [[Tris Imboden]],<ref name="RRHOF Bio" /> a longtime drummer with [[Kenny Loggins]]<ref>{{Cite news|url=http://www.malibusurfsidenews.com/tris-imboden-finds-peace-quiet-malibu|title=Tris Imboden finds peace, quiet in Malibu|last=Burke|first=Barbara|date=February 10, 2017|work=Malibu Surfside News|publisher=22nd Century Media, LLC|access-date=September 27, 2017|language=en-US|archive-url=https://web.archive.org/web/20170928055913/http://www.malibusurfsidenews.com/tris-imboden-finds-peace-quiet-malibu|archive-date=September 28, 2017|url-status=usurped}}</ref> and former session drummer with [[Peter Cetera]].<ref>{{cite AV media notes |title=[[One More Story]] |author=[[Peter Cetera]] |year=1988 |type=CD booklet |page=13 |publisher=[[Warner Bros. Records|Warner Bros. Records Inc.]] |id=9 25704-2}}</ref> Imboden made his first appearance on the 1991 album ''[[Twenty 1]]'' with a fragment of band's logo, which yielded an eleven-week stretch on the ''Billboard'' 200, a peak at No. 66,<ref name="Billboard 200: 1991: Chicago">{{cite magazine|magazine=Billboard|title=Chicago β Chart history|url=https://www.billboard.com/artist/chicago/chart-history/billboard-200|access-date=June 8, 2013|archive-date=November 21, 2021|archive-url=https://web.archive.org/web/20211121090925/https://www.billboard.com/artist/chicago/chart-history/billboard-200/|url-status=live}}</ref> and the song "Chasin' the Wind" which peaked at No. 39. ''Twenty 1'' would be their last released album of original music for fifteen years. The band was recognized with a star on the [[Hollywood Walk of Fame]] on July 23, 1992.<ref name="walkoffame1">{{cite web|url=http://www.walkoffame.com/chicago|title=Chicago|publisher=Walkoffame.com|access-date=April 10, 2016|archive-url=https://web.archive.org/web/20160403074208/http://walkoffame.com/chicago|archive-date=April 3, 2016|url-status=live|language=en-US}}</ref> In 1993, Chicago wrote and recorded their 22nd album ''[[Chicago XXXII: Stone of Sisyphus|Stone of Sisyphus]]''.<ref name="Payne June2008">{{Cite web|url=http://www.cnn.com/2008/SHOWBIZ/Music/06/17/chicago.album/|title=Chicago releases 'lost' album 15 years after recording it|last=Payne|first=Ed|date=June 17, 2008|publisher=CNN|language=en-US|access-date=September 29, 2017|archive-url=https://web.archive.org/web/20170929183541/http://www.cnn.com/2008/SHOWBIZ/Music/06/17/chicago.album/|archive-date=September 29, 2017|url-status=live}}</ref> This album was to have marked their return to their traditional composition of the 1970s, emphasizing major horn accompaniment.<ref name="LeRoy July2008">{{Cite web|url=https://www.clevescene.com/cleveland/chicago-returns-with-a-record-that146s-been-sitting-on-the-shelves-for-15-years/Content?oid=1506439|title=Chicago returns with a record that's been sitting on the shelves for 15 years|last=LeRoy|first=Dan|date=July 2, 2008|website=Cleveland Scene|location=Cleveland, Ohio, USA|access-date=September 29, 2017|archive-url=https://web.archive.org/web/20170929183116/https://www.clevescene.com/cleveland/chicago-returns-with-a-record-that146s-been-sitting-on-the-shelves-for-15-years/Content?oid=1506439|archive-date=September 29, 2017|url-status=live|language=en-US}}</ref> However, following a reorganization of the record company, the new executives at [[Reprise Records]] (now part of the newly formed [[Warner Music Group]]) rejected the completed album. It remained unpublished for fifteen years, aside from [[bootleg recording|bootleg tapes]] and Internet files.<ref name="Payne June2008" /> This contributed to the parting of the band from the record label. The band was dismayed by the failure of the label. Upset with the shelving of the album, [[Dawayne Bailey]] voiced his objections and his annual contract was not renewed by the band in late 1994. And in the years that followed there were many debates and conjecture about the events surrounding the recordings. It was also suggested some years later that the band's management was negotiating with the label regarding a licensing of the extensive Chicago back catalog, and when those talks stalled, the label apparently retaliated by scrapping the project.<ref name="LeRoy July2008" /> The album eventually saw an expanded release on Rhino Records in June 2008, and made it to No. 122 on the album charts.<ref name= "Chicago Billboard 200" /> After finishing their 1994 tour, and after signing with the Warner Bros. Records imprint label [[Giant Records (Warner)|Giant Records]], they released their 1995 album ''[[Night & Day Big Band|Night & Day: Big Band]]'',<ref name=":5" /><ref name="Night & Day: Big Band, credits at AllMusic">{{allMusic | id=mw0000175235 | class=album | tab=credits | access-date=July 15, 2013 }}</ref> consisting of covers of songs originally recorded by [[Sarah Vaughan]], [[Glenn Miller]], and [[Duke Ellington]]. Guitarist [[Bruce Gaitsch]] stepped in and joined the band to handle the album's guitar work.<ref>{{Cite news|url=http://www.westcoast.dk/interviews/interviews-2007/robert-lamm-2007/|title=Robert Lamm - 2007|last=Lauridsen|first=Morten|date=November 2007|work=Blue Desert|access-date=December 4, 2017|archive-url=https://web.archive.org/web/20171205093018/http://www.westcoast.dk/interviews/interviews-2007/robert-lamm-2007/|archive-date=December 5, 2017|url-status=live|language=en-US}}</ref><ref>{{Cite AV media notes |title=[[Night & Day Big Band|Night & Day: Big Band]] |author=Chicago |year=1995 |page=2 |type=CD booklet |publisher=[[Giant Records (Warner)|Giant]] |id=24615-2 |location=Beverly Hills, California}}</ref><ref>{{Cite AV media notes |title=[[The Box (Chicago album)|The Box]] |author=Chicago |year=2003 |page=59 |type=CD booklet |publisher=[[Rhino Records]] |id=R2 73871 }}</ref> The album featured guest appearances by [[Paul Shaffer]] of ''[[Late Show with David Letterman]]'' fame, [[Aerosmith]] guitarist [[Joe Perry (musician)|Joe Perry]], and [[the Gipsy Kings]].<ref>{{Cite AV media notes |title=[[Night & Day Big Band|Night & Day: Big Band]] |author=Chicago |year=1995 |page=2 |type= CD booklet |publisher=[[Giant Records (Warner)|Giant]] |id=24615-2 |location=Beverly Hills, California}}</ref> Parazaider cited the group's participation in the 1973 television special honoring Duke Ellington, ''Duke Ellington... We Love You Madly'', as key in their decision to record this album.<ref>{{Cite web|url=https://www.chicagotheband.com/chicago_story.html|title=The Chicago Story: Chapter XII β The Next Duke Ellingtons|website=chicagotheband.com|archive-url=https://web.archive.org/web/20170102043938/http://www.chicagotheband.com/chicago_story.html|archive-date=January 2, 2017|url-status=dead|language=en-US|access-date=November 10, 2017}}</ref> After this big band album, Chicago acquired the rights to their Columbia recordings and reissued them on their own imprint.<ref name=":5" /> In early 1995, [[Keith Howland]], who had been a studio musician and stage hand based in Los Angeles, was recruited as Chicago's new permanent guitarist.<ref name=JMU>{{Cite web|url=http://www.jmu.edu/montpelier/issues/winter97/sound.html|title=Montpelier Winter 1997: Sound and Screen|last=Eisenberg|first=Sherri|date=Winter 1997|website=jmu.edu|publisher=James Madison University|access-date=September 28, 2017|archive-url=https://web.archive.org/web/20160828010124/http://www.jmu.edu/montpelier/issues/winter97/sound.html|archive-date=August 28, 2016|url-status=live|language=en-US}}</ref> In 1998, Chicago released ''[[Chicago XXV: The Christmas Album]]'' and a live album in 1999, ''[[Chicago XXVI: Live in Concert|Chicago XXVI]]'' on their own imprint.<ref name=":5" />
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