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Goodwill and Other Intangibles - Narrative (Details) - USD ($)
$ in Millions
3 Months Ended 12 Months Ended
Aug. 31, 2019
Aug. 31, 2018
May 31, 2018
May 31, 2019
May 31, 2017
Goodwill and Other Intangibles (Details) [Line Items]          
Additions $ 0.0 $ 0.0 $ 6.3    
Goodwill, Impaired, Accumulated Impairment Loss       $ 39.6 $ 39.6
Amortizable intangible assets acquired 0.0 0.5 4.5    
Amortization expense $ 0.8 0.7 $ 2.8    
Useful life 5 years 4 months 24 days        
U.K. Based Book Business [Member]          
Goodwill and Other Intangibles (Details) [Line Items]          
Amortizable intangible assets acquired   $ 0.6      
Make Believe Ideas Limited (MBI)          
Goodwill and Other Intangibles (Details) [Line Items]          
Goodwill, Impaired, Accumulated Impairment Loss       $ 3.9