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Description of Business, Basis of Presentation, and Significant Accounting Policies (Narrative) (Details)
$ / shares in Units, $ in Millions
12 Months Ended
Jul. 13, 2017
$ / shares
May 31, 2017
USD ($)
segment
$ / shares
May 31, 2016
USD ($)
May 31, 2015
USD ($)
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    
Quarterly dividend per share | $ / shares   $ 0.46    
Allowance for doubtful accounts   $ 6.0 $ 4.2  
Accounts receivable, net of allowance for doubtful accounts   507.5 408.6  
Goodwill   657.1 657.1  
Goodwill impairment loss   0.0 0.0 $ 0.0
Direct pass-through costs   5,900.0 5,100.0 4,200.0
Maximum individual workers' compensation claims liability   1.3 1.3  
Workers' compensation insurance costs in current liabilities   18.0 13.8  
Workers' compensation insurance costs in long-term liabilities   22.3 18.4  
Maximum individual health insurance claims liability   0.3 0.3  
PEO accrued health insurance reserves in current liabilities   15.7 9.5  
Stock-based compensation costs recognized   $ 35.4 34.6 $ 31.4
Decrease in effective income tax rate   (1.50%)    
Reserve for uncertain tax positions   $ 39.2 54.2  
Excess tax benefit in income tax expense   $ 18.3    
Diluted earnings per share increase | $ / shares   $ 0.05    
Subsequent Event [Member]        
Accounting Policies [Line Items]        
Declared date Jul. 13, 2017      
Quarterly dividend per share increase | $ / shares $ 0.04      
Quarterly dividend percentage increase 9.00%      
Quarterly dividend per share | $ / shares $ 0.50      
Payable date Aug. 24, 2017      
Record date Aug. 01, 2017      
Trade Receivables [Member]        
Accounting Policies [Line Items]        
Accounts receivable, net of allowance for doubtful accounts   $ 255.0 221.6  
Purchased Receivables [Member]        
Accounting Policies [Line Items]        
Accounts receivable, net of allowance for doubtful accounts   $ 252.5 $ 187.0  
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   35 days    
Minimum [Member] | Finite-Lived Intangible Assets [Member]        
Accounting Policies [Line Items]        
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   45 days    
Short-term investments maturity at acquisition   90 days    
Maximum [Member] | Finite-Lived Intangible Assets [Member]        
Accounting Policies [Line Items]        
Amortization period   12 years    
Maximum [Member] | Software [Member]        
Accounting Policies [Line Items]        
Estimated useful lives   5 years    
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%