was it ever declared bankrupt?
Yes.
IHeartMedia
In September 2018, iHeartMedia acquired HowStuffWorks' podcast network Stuff Media for $55 million. On November 19, 2018, iHeartMedia announced its intent to acquire Jelli, the provider of a programmatic advertising platform for radio stations.

In January 2019, the U.S. Bankruptcy Court for the Southern District of Texas approved a creditor-supported plan for iHeartMedia to exit bankruptcy, which would reduce the company's debt from $16.1 billion to $5.75 billion. The plan included the spin-out of iHeartMedia's 89.1% stake in its out-of-home advertising division Clear Channel Outdoor. In April 2019, the company also filed a proposed initial public offering.

iHeartMedia emerged from Chapter 11 bankruptcy in May 2019,
who wrote go ahead and break my heart Blake Shelton and Gwen Stefani. is it a part of an album? It is part of the album If "If I'm Honest". has it been performed on stage? Yes, at the iHeartRadio concert. where is this radio based out of? It is based in America. who owns it? iHeartMedia. when was this media house founded? 1972 by whom? By Lowry Mays and B. J. "Red" McCombs.
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IHeartMedia [SEP] Emergence from bankruptcy, realignments towards digital
In September 2018, iHeartMedia acquired HowStuffWorks' podcast network Stuff Media for $55 million. On November 19, 2018, iHeartMedia announced its intent to acquire Jelli, the provider of a programmatic advertising platform for radio stations. In January 2019, the U.S. Bankruptcy Court for the Southern District of Texas approved a creditor-supported plan for iHeartMedia to exit bankruptcy, which would reduce the company's debt from $16.1 billion to $5.75 billion. The plan included the spin-out of iHeartMedia's 89.1% stake in its out-of-home advertising division Clear Channel Outdoor. In April 2019, the company also filed a proposed initial public offering. iHeartMedia emerged from Chapter 11 bankruptcy in May 2019, with a new board of directors and the spin-out of Clear Channel Outdoor, but maintaining its existing leadership of CEO Bob Pittman and president Rich Bressler.