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Assets Held for Sale and Discontinued Operations - Operating Results of Discontinued Operations and Net Assets Distributed (Details) - USD ($) $ in Thousands | 3 Months Ended | 12 Months Ended
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Dec. 31, 2019 | Sep. 30, 2019 | Jun. 30, 2019 | Mar. 31, 2019 | Dec. 31, 2018 | Sep. 30, 2018 | Jun. 30, 2018 | Mar. 31, 2018 | Sep. 30, 2017 | Dec. 31, 2019 | Dec. 31, 2018 | Dec. 31, 2017
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items] |  |  |  |  |  |  |  |  |  |  |  |
Impairment of goodwill and intangible assets |  |  |  |  |  |  |  |  | $ (29,400) |  |  |
(Loss) income from discontinued operations, net of tax | $ (2,378) | $ (4,429) | $ (6,164) | $ (3,494) | $ (17,224) | $ (5,459) | $ (6,640) | $ (20,817) |  | $ (16,465) | $ (50,140) | $ (4,439)
Discontinued Operations, Held-for-sale |  |  |  |  |  |  |  |  |  |  |  |
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items] |  |  |  |  |  |  |  |  |  |  |  |
Operating revenues |  |  |  |  |  |  |  |  |  |  | 100,306 | 99,829
Total costs and expenses |  |  |  |  |  |  |  |  |  |  | (109,005) | (90,864)
Depreciation and amortization of intangibles |  |  |  |  |  |  |  |  |  |  | (3,276) | (6,347)
Impairment of goodwill and intangible assets |  |  |  |  |  |  |  |  |  |  | (25,900) | (8,000)
Other, net |  |  |  |  |  |  |  |  |  |  | (150) | 2,797
Income (loss) from operations of discontinued operations |  |  |  |  |  |  |  |  |  |  | (38,025) | (2,585)
Pretax loss on disposal of discontinued operations |  |  |  |  |  |  |  |  |  |  | (18,558) | 0
(Loss) income on discontinued operations before income taxes |  |  |  |  |  |  |  |  |  |  | (56,583) | (2,585)
Benefit (provision) for income taxes |  |  |  |  |  |  |  |  |  |  | 6,443 | (1,854)
(Loss) income from discontinued operations, net of tax |  |  |  |  |  |  |  |  |  |  | (50,140) | (4,439)
Radio | Discontinued Operations, Held-for-sale |  |  |  |  |  |  |  |  |  |  |  |
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items] |  |  |  |  |  |  |  |  |  |  |  |
Operating revenues |  |  |  |  |  |  |  |  |  |  | 49,243 | 68,630
Total costs and expenses |  |  |  |  |  |  |  |  |  |  | (42,694) | (57,061)
Depreciation and amortization of intangibles |  |  |  |  |  |  |  |  |  |  | 0 | (2,910)
Impairment of goodwill and intangible assets |  |  |  |  |  |  |  |  |  |  | (25,900) | (8,000)
Other, net |  |  |  |  |  |  |  |  |  |  | (179) | (258)
Income (loss) from operations of discontinued operations |  |  |  |  |  |  |  |  |  |  | (19,530) | 401
Pretax loss on disposal of discontinued operations |  |  |  |  |  |  |  |  |  |  | (18,558) | 0
(Loss) income on discontinued operations before income taxes |  |  |  |  |  |  |  |  |  |  | (38,088) | 401
Benefit (provision) for income taxes |  |  |  |  |  |  |  |  |  |  | 1,760 | (2,996)
(Loss) income from discontinued operations, net of tax |  |  |  |  |  |  |  |  |  |  | (36,328) | (2,595)
Stitcher | Discontinued Operations, Held-for-sale |  |  |  |  |  |  |  |  |  |  |  |
Income Statement, Balance Sheet and Additional Disclosures by Disposal Groups, Including Discontinued Operations [Line Items] |  |  |  |  |  |  |  |  |  |  |  |
Operating revenues |  |  |  |  |  |  |  |  |  | 72,545 | 51,063 | 31,199
Total costs and expenses |  |  |  |  |  |  |  |  |  | (91,725) | (66,311) | (33,803)
Depreciation and amortization of intangibles |  |  |  |  |  |  |  |  |  | (2,642) | (3,276) | (3,437)
Impairment of goodwill and intangible assets |  |  |  |  |  |  |  |  |  | 0 | 0 | 0
Other, net |  |  |  |  |  |  |  |  |  | (57) | 29 | 3,055
Income (loss) from operations of discontinued operations |  |  |  |  |  |  |  |  |  | (21,879) | (18,495) | (2,986)
Pretax loss on disposal of discontinued operations |  |  |  |  |  |  |  |  |  | 0 | 0 | 0
(Loss) income on discontinued operations before income taxes |  |  |  |  |  |  |  |  |  | (21,879) | (18,495) | (2,986)
Benefit (provision) for income taxes |  |  |  |  |  |  |  |  |  | 5,414 | 4,683 | 1,142
(Loss) income from discontinued operations, net of tax |  |  |  |  |  |  |  |  |  | $ (16,465) | $ (13,812) | $ (1,844)

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