How much debt has Clear Channel has incurred over the years? By 2016, the debt will be greater than the entire asset value of the company.
This is no shock to people who work for Clear Channel. Their cost cutting is legendary even in a business known for cost cutting, and it's still not even close to good enough to pay off their ridiculous debt. Not only can't they cut their way out of debt, now they can't even sell their way out of debt.
In Chicago, by the way, they own WLIT (93.9FM), WKSC (103.5FM), WGCI (107.9FM), WVAZ (102.9FM), WNUA (95.5FM), and WGRB-AM. In the rest of the country they own hundreds more, including more than 400 outside of the top 100 markets. In some states they own more than 50% of the radio stations in the entire state. A complete list is here.