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STOCKHOLDERS' EQUITY (Tables)
6 Months Ended
Jun. 30, 2020
Stockholders' Equity Note [Abstract]  
Schedule of Stock by Class
The following table presents the number of shares authorized and issued as of the dates indicated:
June 30, 2020December 31, 2019
Shares AuthorizedShares Issued Shares AuthorizedShares Issued
Stockholders’ equity:  
Common stock, $0.000001 par value
200,000,000  73,121,229  200,000,000  71,185,468  
Undesignated preferred stock10,000,000  —  10,000,000  —  
Schedule of Stock Option Activity
A summary of stock option activity for the six months ended June 30, 2020 is as follows:
Number of SharesWeighted-Average Exercise PriceWeighted-Average Remaining Contractual Term (in years)Aggregate Intrinsic Value (in thousands)
Outstanding at December 31, 20196,210,385  $25.10  4.3$75,805  
Granted86,500  28.94  
Exercised(222,357) 12.56   
Canceled(127,031) 48.80  
Outstanding at June 30, 20205,947,497  $25.12  4.1$30,482  
Options vested and exercisable at June 30, 20205,201,796  $23.40  3.5$30,482  
Schedule of RSU Activity A summary of RSU and PRSU activity for the six months ended June 30, 2020 is as follows:
Number of SharesWeighted-Average Grant Date Fair Value
Nonvested at December 31, 20197,625,584  $36.51  
Granted2,882,266  34.63  
Vested(1)
(1,618,981) 36.78  
Canceled(1,012,928) 36.69  
Nonvested at June 30, 20207,875,941  $35.74  
(1) Includes 339,274 shares that vested but were not issued due to net share settlement for payment of employee taxes.
Schedule of Stock-Based Compensation Expense
The following table summarizes the effects of stock-based compensation expense related to stock-based awards in the condensed consolidated statements of operations during the periods presented (in thousands):
Three Months Ended June 30,Six Months Ended June 30,
2020201920202019
Cost of revenue$943  $1,118  $1,986  $2,361  
Sales and marketing7,302  7,774  14,998  15,461  
Product development16,827  15,247  34,582  31,322  
General and administrative5,513  6,313  10,769  12,626  
Total stock-based compensation recorded to (loss) income before income taxes30,585  30,452  62,335  61,770  
Benefit from income taxes(11,652) (7,993) (24,209) (16,105) 
Total stock-based compensation recorded to net (loss) income$18,933  $22,459  $38,126  $45,665