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Description of Business, Basis of Presentation, and Significant Accounting Policies (Narrative) (Details)
$ / shares in Units, $ in Millions
12 Months Ended
May 31, 2016
USD ($)
segment
$ / shares
May 31, 2015
USD ($)
May 31, 2014
USD ($)
Jul. 07, 2016
$ / shares
Accounting Policies [Line Items]        
Number of reportable segments | segment 1      
Maximum period in which payroll taxes will be remitted after receipt of collections from clients 90 days      
Declared date Jul. 07, 2016      
Quarterly dividend per share | $ / shares $ 0.42      
Payable date Aug. 25, 2016      
Record date Aug. 01, 2016      
Allowance for doubtful accounts $ 4.2 $ 1.4    
Accounts receivable, net of allowance for doubtful accounts 408.6 176.6    
Goodwill 657.1 561.5    
Goodwill impairment loss 0.0 0.0 $ 0.0  
Direct pass-through costs 5,100.0 4,200.0 $ 3,400.0  
Maximum individual workers' compensation claims liability 1.3 1.0    
Workers' compensation insurance costs in current liabilities 13.8 11.3    
Workers' compensation insurance costs in long-term liabilities 18.4 15.3    
Maximum individual health insurance claims liability 0.3 0.3    
PEO accrued health insurance reserves in current liabilities 9.5 8.1    
Reserve for uncertain tax positions $ 54.2 29.1    
Software Development [Member]        
Accounting Policies [Line Items]        
Estimated useful lives 15 years      
Minimum [Member]        
Accounting Policies [Line Items]        
Period in which payroll taxes are typically remitted after receipt of collections from clients 1 day      
Payroll funding fees average collection period 45 days      
Amortization period 3 years      
Minimum [Member] | Software [Member]        
Accounting Policies [Line Items]        
Estimated useful lives 3 years      
Maximum [Member]        
Accounting Policies [Line Items]        
Period in which payroll taxes are typically remitted after receipt of collections from clients 30 days      
Payroll funding fees average collection period 60 days      
Amortization period 12 years      
Maximum [Member] | Software [Member]        
Accounting Policies [Line Items]        
Estimated useful lives 5 years      
Trade Receivables [Member]        
Accounting Policies [Line Items]        
Accounts receivable, net of allowance for doubtful accounts $ 221.6 $ 176.6    
Purchased Receivables [Member]        
Accounting Policies [Line Items]        
Accounts receivable, net of allowance for doubtful accounts $ 187.0      
Germany [Member] | Total Revenue [Member] | Geographic Concentration Risk [Member]        
Accounting Policies [Line Items]        
Percentage of total revenue less than one percent 1.00% 1.00% 1.00%  
Subsequent Event [Member]        
Accounting Policies [Line Items]        
Quarterly dividend per share increase | $ / shares       $ 0.04
Quarterly dividend percentage increase       10.00%
Quarterly dividend per share | $ / shares       $ 0.46