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QUARTERLY RESULTS (UNAUDITED) (Details) - USD ($)
$ / shares in Units, $ in Millions
1 Months Ended 3 Months Ended 9 Months Ended 12 Months Ended
Jun. 30, 2018
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, 2019
Dec. 31, 2019
Dec. 31, 2018
Dec. 31, 2017
Revenues:                          
Total revenue   $ 403.0 $ 450.4 $ 450.6 $ 433.0 $ 447.0 $ 461.6 $ 376.9 $ 327.6   $ 1,737.0 $ 1,613.1 $ 846.3
Operating expenses:                          
Impairment     85.6     11.1              
Deferred taxes               14.0     (58.0) (19.8) (53.5)
Intangible Assets   169.7       255.1         169.7 255.1  
Cumulative effect of change in effective tax rate                       (12.6) (46.1)
Salaries, wages and employee benefits   112.1 127.7 124.3 119.1 119.6 114.8 90.7 82.3   483.2 407.4 250.0
Fuel                     138.5 141.1 93.7
Operations and maintenance   48.4 56.8 53.1 54.8 55.0 51.5 40.4 34.6   213.1 181.5 118.4
Communications   1.2 1.0 1.2 1.0 0.9 0.9 0.8 0.7   4.4 3.3 2.1
Administrative expenses   20.8 21.4 17.2 16.1 17.1 16.1 13.1 12.2   75.5 58.5 33.2
Sales and marketing   1.3 1.3 1.3 1.2 1.0 1.0 0.8 0.6   5.1 3.4 2.0
Taxes and licenses           4.9 4.7 3.9 3.7   19.2 17.2 11.0
Insurance and claims   11.8 13.4 12.2 12.5 13.5 12.7 10.4 9.2   49.9 45.8 24.0
Acquisition-related transaction expenses           0.2 0.6 1.4 0.4     2.6 3.4
Depreciation   27.0 38.3 39.7 41.5 37.4 36.8 31.7 25.2   146.5 131.1 76.9
Gain on disposition of equipment   (3.1) (1.0) (0.7) (0.4) (1.7) (0.9) (0.5) (0.1)   (5.2) (3.2) (0.7)
Operating Expenses   403.9 767.0 445.9 432.3 455.2 447.7 368.4 319.9        
Impairments   6.0 306.8     11.1   2.8     312.8 13.9  
Restructuring charges   1.5 6.9               8.4    
Total operating expenses                     2,049.1 1,591.2 839.3
Total other expense   11.7 14.5 11.8 11.9 13.6 11.0 9.5 8.9   49.9 43.0 32.3
Benefit for income taxes   5.8 (57.8) (0.7) (1.9) (1.7) 0.7 (14.5) (0.4)   (54.6) (15.9) (52.3)
Net income (loss)   (18.4) (273.3) (6.4) (9.3) (20.1) 2.2 13.5 (0.8)   (307.4) (5.2) 27.0
Less dividends to convertible preferred stockholders   (1.3) (1.2) (1.3) (1.2) (1.2) (1.2) (1.3) (1.2)        
Net income (loss) available to common stockholders   $ (19.7) $ (274.5) $ (7.7) $ (10.5) $ (21.3) $ 1.0 $ 12.2 $ (2.0)   $ (312.4) $ (10.1) $ 22.0
Basic earnings (loss) per common share   $ (0.31) $ (4.25) $ (0.12) $ (0.16) $ (0.33) $ 0.01 $ 0.20 $ (0.04)   $ (4.86) $ (0.16) $ 0.59
Diluted earnings (loss) per common share   $ (0.31) $ (4.25) $ (0.12) $ (0.16) $ (0.33) $ 0.01 $ 0.20 $ (0.04)   $ (4.86) $ (0.16) $ 0.56
Calculated under Revenue Guidance in Effect before Topic 606 [Member]                          
Revenues:                          
Total revenue                         $ 846.3
Company freight                          
Revenues:                          
Total revenue   $ 186.3 $ 205.2 $ 206.9 $ 206.2 $ 210.2 $ 206.9 $ 160.0 $ 144.6   $ 804.6 $ 721.7 460.8
Operating expenses:                          
Purchased freight                     597.7 588.6 225.3
Owner operator freight                          
Revenues:                          
Total revenue   104.3 118.3 121.7 111.0 109.8 122.6 112.6 95.5   455.3 440.5 172.0
Brokerage                          
Revenues:                          
Total revenue   71.9 78.6 72.8 71.4 78.0 82.2 60.1 46.1   294.7 266.4 120.9
Logistics                          
Revenues:                          
Total revenue   8.5 13.5 13.1 12.4 11.6 11.6 8.9 10.7   47.5 42.8 22.1
Fuel                          
Revenues:                          
Total revenue   32.0 34.8 36.1 32.0 37.4 38.3 35.3 30.7   134.9 141.7 70.5
Operating expenses:                          
Cost of revenue   33.2 34.1 36.2 35.0 37.5 38.9 31.3 33.4        
Service                          
Operating expenses:                          
Cost of revenue   139.2 155.5 156.4 146.6 158.7 $ 170.6 141.6 $ 117.7        
Taxes and licenses   4.5 4.8 $ 5.0 $ 4.9                
Plan And Project Pivot [Member]                          
Operating expenses:                          
Impairment   6.0 306.8                    
Restructuring and Related Cost, Cost Incurred to Date   1.5 6.9             $ 6.9 1.5    
Restructuring charges     $ 8.4             $ 8.4      
Corporate/Eliminations                          
Revenues:                          
Total revenue                     (21.7) (14.0)  
Operating expenses:                          
Restructuring charges                     2.8    
Corporate/Eliminations | Calculated under Revenue Guidance in Effect before Topic 606 [Member]                          
Revenues:                          
Total revenue                         (6.9)
Corporate/Eliminations | Company freight                          
Revenues:                          
Total revenue                     (13.9) (8.8) (5.3)
Corporate/Eliminations | Owner operator freight                          
Revenues:                          
Total revenue                     (5.9) (2.8) (0.8)
Corporate/Eliminations | Brokerage                          
Revenues:                          
Total revenue                       (0.9) (0.2)
Corporate/Eliminations | Logistics                          
Revenues:                          
Total revenue                     (0.1) (0.1)  
Corporate/Eliminations | Fuel                          
Revenues:                          
Total revenue                     (1.8) (1.4) $ (0.6)
Trade names                          
Operating expenses:                          
Impairment               $ 2.8          
Intangible Assets   $ 59.1       $ 90.6         $ 59.1 $ 90.6  
Trade names | Specialized                          
Operating expenses:                          
Impairment $ 2.8