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Segment Information - Schedule of segment reporting information (Details)
$ in Millions
3 Months Ended
Aug. 31, 2019
USD ($)
segment
Aug. 31, 2018
USD ($)
May 31, 2019
USD ($)
May 31, 2017
USD ($)
Segment Reporting Information [Line Items]        
Number of reportable segments | segment 3      
Revenues $ 232.6 $ 218.4    
Bad debt expense 1.6 1.4    
Depreciation and amortization 22.5 19.2    
Segment operating income (loss) (87.4) (83.8)    
Segment assets 1,944.6 1,899.6    
Goodwill 125.0 119.1 $ 125.2 $ 119.2
Expenditures for other non-current assets 33.1 45.7    
Other non-current assets $ 952.2 834.3    
Children's Book Publishing and Distribution        
Segment Reporting Information [Line Items]        
Number of operating segments | segment 3      
Revenues $ 109.6 95.7    
Bad debt expense 0.5 0.8    
Segment assets 651.9 554.6    
Goodwill 46.8 40.9    
Expenditures for other non-current assets 14.0 10.8    
Other non-current assets $ 219.2 151.5    
Education        
Segment Reporting Information [Line Items]        
Number of operating segments | segment 3      
Revenues $ 48.4 47.9    
Bad debt expense 0.0 0.0    
Segment assets 198.7 182.9    
Goodwill 68.2 68.2    
Expenditures for other non-current assets 4.6 5.1    
Other non-current assets 120.0 106.9    
Overhead        
Segment Reporting Information [Line Items]        
Revenues 0.0 0.0    
Bad debt expense 0.0 0.0    
Segment assets 808.4 884.2    
Goodwill 0.0 0.0    
Expenditures for other non-current assets 6.9 25.5    
Other non-current assets 520.0 499.7    
Total Domestic        
Segment Reporting Information [Line Items]        
Revenues 158.0 143.6    
Bad debt expense 0.5 0.8    
Segment assets 1,659.0 1,621.7    
Goodwill 115.0 109.1    
Expenditures for other non-current assets 25.5 41.4    
Other non-current assets $ 859.2 758.1    
International        
Segment Reporting Information [Line Items]        
Number of operating segments | segment 3      
Revenues $ 74.6 74.8    
Bad debt expense 1.1 0.6    
Segment assets 285.6 277.9    
Goodwill 10.0 10.0    
Expenditures for other non-current assets 7.6 4.3    
Other non-current assets 93.0 76.2    
Operating Segments | Children's Book Publishing and Distribution        
Segment Reporting Information [Line Items]        
Depreciation and amortization 6.7 5.7    
Segment operating income (loss) (41.7) (46.0)    
Operating Segments | Education        
Segment Reporting Information [Line Items]        
Depreciation and amortization 3.1 2.0    
Segment operating income (loss) (13.4) (14.9)    
Operating Segments | Overhead        
Segment Reporting Information [Line Items]        
Depreciation and amortization 11.0 9.9    
Segment operating income (loss) (28.6) (20.9)    
Operating Segments | Total Domestic        
Segment Reporting Information [Line Items]        
Depreciation and amortization 20.8 17.6    
Segment operating income (loss) (83.7) (81.8)    
Operating Segments | International        
Segment Reporting Information [Line Items]        
Depreciation and amortization 1.7 1.6    
Segment operating income (loss) (3.7) (2.0)    
Expenditures to acquire long-lived assets 5.7 2.8    
Long-lived assets $ 64.5 $ 37.0