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Description of the Business, Basis of Presentation and Summary of Significant Accounting Policies (Details)
$ in Millions
3 Months Ended 12 Months Ended
May 31, 2016
USD ($)
May 31, 2018
USD ($)
segment
May 31, 2017
USD ($)
May 31, 2016
USD ($)
Property, Plant and Equipment [Line Items]        
Number of countries in which entity operates   135    
Impairment charges   $ 11.2 $ 6.8 $ 14.4
Capitalized computer software, net   69.1 45.0  
Capitalized computer software, amortization expense   $ 16.3 12.9 11.4
Reporting units subject to goodwill impairment | segment   7    
Deferred advertising costs   $ 7.1 $ 6.0  
Building [Member]        
Property, Plant and Equipment [Line Items]        
Depreciable life   40 years    
Building Improvements [Member]        
Property, Plant and Equipment [Line Items]        
Depreciable life   25 years    
Impairment charges $ 11.0     $ 7.5
Capitalized Software [Member] | Minimum [Member]        
Property, Plant and Equipment [Line Items]        
Depreciable life   3 years    
Capitalized Software [Member] | Maximum [Member]        
Property, Plant and Equipment [Line Items]        
Depreciable life   7 years    
Furniture and Fixtures [Member]        
Property, Plant and Equipment [Line Items]        
Depreciable life   10 years