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Revenue Recognition - Narrative (Details) - USD ($)
$ in Millions
12 Months Ended
May 31, 2025
May 31, 2024
May 31, 2023
Revenue from Contract with Customer [Abstract]      
Deferred commissions current $ 96.5 $ 94.6  
Deferred commissions noncurrent 275.3 262.5  
Amortization of deferred commissions $ 106.3 $ 101.4 $ 94.8