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Stock-based Compensation Expense (Tables)
9 Months Ended
Oct. 31, 2020
Share-based Payment Arrangement [Abstract]  
Schedule of summary of restricted stock activity
A summary of restricted stock activity for the nine months ended October 31, 2020, is as follows:
Unvested
restricted
stock units
Weighted
average grant
date fair value
per share
 (in thousands) 
Unvested restricted stock units at January 31, 20204,732.3 $147.24 
Granted2,215.0 217.27 
Vested(1,976.4)142.82 
Canceled/Forfeited(166.1)150.58 
        Performance Adjustment (1)13.5 159.86 
Unvested restricted stock units at October 31, 20204,818.3 $181.85 
 _______________
(1)Based on Autodesk's financial results and relative total stockholder return for the fiscal 2020 performance period. The performance stock units were attained at rates ranging from 96.6% to 101.1% of the target award.
Schedule of summary of the ESPP activity
A summary of the ESPP activity for the three and nine months ended October 31, 2020 and 2019, is as follows:
Three Months Ended October 31,Nine Months Ended October 31,
2020201920202019
Issued shares (in millions)0.4 0.4 0.9 0.9 
Average price of issued shares$122.93 $105.42 $122.73 $102.20 
Weighted average grant date fair value of shares granted under the ESPP (1)$78.26 $44.77 $55.98 $47.78 
 _______________
(1)Calculated as of the award grant date using the Black-Scholes Merton (“BSM”) option pricing model.
Schedule of stock-based compensation expense
The following table summarizes stock-based compensation expense for the three and nine months ended October 31, 2020 and 2019, respectively, as follows:
Three Months Ended October 31,Nine Months Ended October 31,
(in millions)2020201920202019
Cost of subscription and maintenance revenue$4.5 $3.1 $12.3 $10.1 
Cost of other revenue1.6 1.6 4.7 4.3 
Marketing and sales45.4 38.7 129.5 107.2 
Research and development35.4 30.8 103.6 88.3 
General and administrative10.5 19.8 41.4 47.5 
Stock-based compensation expense related to stock awards and ESPP purchases
97.4 94.0 291.5 257.4 
Tax benefit(2.0)(0.5)(2.3)(0.8)
Stock-based compensation expense related to stock awards and ESPP purchases, net of tax
$95.4 $93.5 $289.2 $256.6 
Schedule of assumptions to estimate the fair value of stock-based awards Autodesk uses the following assumptions to estimate the fair value of stock-based awards:
 Three Months Ended October 31, 2020Three Months Ended October 31, 2019
 Performance Stock UnitsESPPPerformance Stock UnitsESPP
Range of expected volatilitiesN/A
41.5 - 45.0%
N/A
32.7 - 35.9%
Range of expected lives (in years)N/A
0.5 - 2.0
N/A
0.5 - 2.0
Expected dividendsN/AN/A
Range of risk-free interest ratesN/A0.1%N/A
1.7 - 1.9%
 Nine Months Ended October 31, 2020Nine Months Ended October 31, 2019
 Performance Stock UnitsESPPPerformance Stock UnitsESPP
Range of expected volatilities50.7%
39.4 - 45.8%
36.3%
32.7 - 39.7%
Range of expected lives (in years)N/A
0.5 - 2.0
N/A
0.5 - 2.0
Expected dividends—%—%—%—%
Range of risk-free interest rates0.3%
0.1 - 0.5%
2.5%
1.7 - 2.5%