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Stock-Based Compensation - Restricted Stock Awards Granted and Outstanding (Details) - Restricted Stock Awards - $ / shares
12 Months Ended
May 31, 2019
May 31, 2018
May 31, 2017
Shares      
Outstanding, beginning of period (shares) 2,641,114 2,742,074 2,603,436
Granted (shares) 425,614 669,932 614,076
Canceled (shares) (109,393) (69,416) (46,766)
Vested (shares) (765,647) (701,476) (428,672)
Outstanding, end of period (shares) 2,191,688 2,641,114 2,742,074
Weighted Average Grant Price      
Outstanding, Weighted Average Grant Price, beginning of period (dollars per share) $ 122.18 $ 91.91 $ 75.94
Granted, Weighted Average Grant Price (dollars per share) 221.27 183.83 128.63
Canceled, Weighted Average Grant Price (dollars per share) 169.48 102.96 81.23
Vested, Weighted Average Grant Price (dollars per share) 93.37 64.64 48.67
Outstanding, Weighted Average Grant Price, end of period (dollars per share) $ 149.12 $ 122.18 $ 91.91