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Stock-Based Compensation - Restricted Stock Units Activity (Details) - Nonvested restricted stock units issued and outstanding - USD ($)
$ / shares in Units, $ in Thousands
12 Months Ended
Dec. 31, 2019
Dec. 31, 2018
Number of awards outstanding    
Nonvested RSUs at the beginning of the period (in shares) 8,262,902  
Granted (in shares) 3,413,404  
Assumed in SendGrid acquisition (in shares) 561,999  
Vested (in shares) (2,893,119)  
Forfeited and canceled (in shares) (854,669)  
Nonvested RSUs at the end of the period (in shares) 8,490,517  
Weighted- average grant date fair value (Per share)    
Nonvested RSUs at the beginning of the period (in dollars per share) $ 42.70  
Granted (in dollars per share) 119.04  
Assumed in SendGrid acquisition (in dollars per share) 112.88  
Vested (in dollars per share) 51.15  
Forfeited and canceled (in dollars per share) 61.94  
Nonvested RSUs at the end of the period (in dollars per share) $ 74.21  
Aggregate intrinsic value (In thousands)    
Aggregate intrinsic value $ 830,167 $ 729,373