Editing Coolio (section)

===Red Hot Organization and Tommy Boy Records dismissal===
In 1996, Coolio appeared on the [[Red Hot Organization]]'s compilation CD ''[[America Is Dying Slowly]]'', alongside [[Biz Markie]], [[Wu-Tang Clan]], and [[Fat Joe]], among many other prominent hip-hop artists. The CD meant to raise awareness of the AIDS epidemic among African-American men.<ref>{{Cite web |date=January 1, 1970 |title=20 Years Ago, Coolio, De La Soul, and the Rest of Rap Chipped in to Raise HIV/AIDS Awareness |url=https://www.vice.com/en/article/20-years-ago-coolio-de-la-soul-and-the-rest-of-rap-chipped-in-to-raise-hivaids-awareness/ |url-status=live |archive-url=https://web.archive.org/web/20210611191003/https://www.vice.com/en/article/8gxb3b/20-years-ago-coolio-de-la-soul-and-the-rest-of-rap-chipped-in-to-raise-hivaids-awareness |archive-date=June 11, 2021 |access-date=September 29, 2022 |publisher=Vice.com}}</ref> That same year, he recorded the music video "Aw, Here It Goes!" for the opening sequence of the [[Nickelodeon]] television series ''[[Kenan & Kel]]'', which ran for four seasons.<ref name="kenankel">{{Cite web |last=Lawrence |first=Derek |date=July 15, 2016 |title=Kenan and Kel: The story behind America's favorite orange soda-loving best friends |url=https://ew.com/tv/2016/07/15/kenan-kel-20-year-anniversary/ |url-status=live |archive-url=https://web.archive.org/web/20221001205828/https://ew.com/tv/2016/07/15/kenan-kel-20-year-anniversary/ |archive-date=October 1, 2022 |access-date=September 29, 2022 |website=ew.com}}</ref>

[[File:Coolio at The Great GoogaMooga Festival (cropped).jpg|left|upright|thumb|Coolio in 2012]]
Coolio's third solo album, ''[[My Soul (Coolio album)|My Soul]]'', came out in 1997. Although it contains the major hit "[[C U When U Get There]]" and the album went gold, it failed to reach the success of his previous two albums. Coolio was subsequently dropped from the [[Tommy Boy Records]] label. Since then, 2001's ''[[Coolio.com]]'', 2003's ''[[El Cool Magnifico]]'', 2006's ''[[The Return of the Gangsta]]'', and 2008's ''[[Steal Hear]]'', 2009's [[From the Bottom 2 the Top]], and 2017's ''Long Live the Thief'' have not charted on any [[Billboard charts|''Billboard'' chart]]. He did have a minor hit in the UK in 2006 with "[[Gangsta Walk]]" (featuring [[Snoop Dogg]]).<ref>{{Cite news |date=September 1, 2022 |title=Celebrities React to Death of Rapper Coolio |url=https://people.com/music/michelle-pfeiffer-kenan-thompson-snoop-dogg-more-react-to-death-of-coolio/ | first1=Charmaine | last1=Patterson | first2=Jack | last2=Irvin | work=[[People (magazine)|People]] |archive-url=https://web.archive.org/web/20221001204726/https://people.com/music/michelle-pfeiffer-kenan-thompson-snoop-dogg-more-react-to-death-of-coolio/ |archive-date=October 1, 2022 |url-status=live}}</ref>

While touring with hip-hop duo [[Insane Clown Posse]], Coolio received a tattoo as a homage to the group's fanbase, reading "[[Juggalo|Jugalo]] Cool" {{sic}}. He stated that the misspelling was intentional. Coolio performed at the [[Gathering of the Juggalos]].<ref>{{Cite news | url=https://www.grunge.com/1032796/the-real-reason-that-coolios-juggalo-tattoo-is-misspelled/ | title=THE REAL REASON COOLIO'S JUGGALO TATTOO IS MISSPELLED
| first=WILLIAM |last=KENNEDY | work=[[Static Media]] | date=September 30, 2022}}</ref>

Coolio is featured on an international collaboration track called "Fuck the DJ" by UK rapper Blacklisted MC, also featuring [[Bizarre (rapper)|Bizarre]] of [[D12]], [[Adil Omar]] (from Pakistan), and [[Uzimon]] (from Bermuda). The song premiered on music website Noisey from [[Vice (magazine)|''Vice'']] in October 2014.<ref>{{Cite web |last=Millard |first=Drew |date=October 29, 2014 |title=Listen to Blacklisted MC's "Fuck the DJ," Featuring Adil Omar, Coolio, Bizarre, and Uzimon |url=https://www.vice.com/en/article/blacklisted-mc-fuck-the-dj-adil-omar-coolio-bizarre-uzimon/ | work=[[Vice (magazine)|Vice]] |archive-url=https://web.archive.org/web/20220628020447/https://mb.moatads.com/s/v2?url=https%3A%2F%2Fwww.vice.com%2Fen%2Farticle%2F6wwyq6%2Fblacklisted-mc-fuck-the-dj-adil-omar-coolio-bizarre-uzimon&pcode=viceheader426995670975&ord=1656381879942&jv=1877922524&callback=BrandSafetyNadoscallback_87532842 |archive-date=June 28, 2022 |url-status=live}}</ref>