Twelve radio stations in 8 markets were included in this first release. On October 7, 2008, Clear Channel Radio launched the first version of iHeartRadio to the Apple iPhone and iPod Touch through the App Store. In August 2008, Clear Channel launched the iHeartMusic website, featuring entertainment news, national news, music content including albums, singles on demand, music videos, and access to over 750 Clear Channel radio stations online. Individual stations streamed from their own sites (or, in many cases, did not owing to voluminous syndication and local advertising clearance issues), and the Format Lab website provided feeds of between 40 and 80 networks that were used primarily on Clear Channel's HD Radio subchannels, many of which transitioned to iHeartRadio unchanged. Prior to 2008, Clear Channel Communications' various audio products were decentralized. IHeartRadio is owned by iHeartMedia, which was rebranded from Clear Channel in 2014. Winners are shown in Boldtype.This section needs expansion with: history of Clear Channel.

T-Pain, who won The Masked Singer, hosted the show. Cardi B lead the list of nominees with 14 nominations. Ariana Grande and Ella Mai were the most awarded artists, each winning three iHeartRadio Music Awards on the night. The 2019 iHeartRadio Music Awards was held at Microsoft Theater in Los Angeles on March 14, 2019, and was broadcast live on Fox.

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