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Stockholders' Deficit (Tables)
9 Months Ended
Oct. 31, 2019
Equity [Abstract]  
Schedule of changes in stockholders' deficit by component, net of tax

Changes in stockholders' deficit by component, net of tax, as of October 31, 2019, are as follows:

 
Common stock and additional paid-in capital
 
Accumulated other comprehensive loss
 
Accumulated deficit
 
Total stockholders' deficit
Shares
 
Amount
 
Balances, January 31, 2019
219.4

 
$
2,071.5

 
$
(135.0
)
 
$
(2,147.4
)
 
$
(210.9
)
Common shares issued under stock plans
0.8

 
21.1

 

 

 
21.1

Stock-based compensation expense

 
75.2

 

 

 
75.2

Post-combination expense related to equity awards assumed

 
0.8

 

 

 
0.8

Cumulative effect of accounting changes

 

 

 
(0.7
)
 
(0.7
)
Net loss

 

 

 
(24.2
)
 
(24.2
)
Other comprehensive loss

 

 
(6.6
)
 

 
(6.6
)
Repurchase and retirement of common shares
(0.6
)
 
(45.5
)
 

 
(54.5
)
 
(100.0
)
Balances, April 30, 2019
219.6

 
2,123.1

 
(141.6
)
 
(2,226.8
)
 
(245.3
)
Common shares issued under stock plans
0.2

 
(2.6
)
 

 

 
(2.6
)
Stock-based compensation expense

 
82.9

 

 

 
82.9

Post-combination expense related to equity awards assumed

 
0.1

 

 


 
0.1

Net income

 

 

 
40.2

 
40.2

Other comprehensive loss

 

 
(29.1
)
 

 
(29.1
)
Repurchase and retirement of common shares (1)
(0.3
)
 
(2.8
)
 

 
(37.7
)
 
(40.5
)
Balances, July 31, 2019
219.5

 
2,200.7

 
(170.7
)
 
(2,224.3
)
 
(194.3
)
Common shares issued under stock plans
1.3

 
(18.9
)
 

 

 
(18.9
)
Stock-based compensation expense

 
84.1

 

 

 
84.1

Post-combination expense related to equity awards assumed

 
0.2

 

 

 
0.2

Net income

 

 

 
66.7

 
66.7

Other comprehensive income

 

 
14.4

 

 
14.4

Repurchase and retirement of common shares (1)
(0.8
)
 
(41.0
)
 

 
(82.7
)
 
(123.7
)
Balances, October 31, 2019
220.0

 
$
2,225.1

 
$
(156.3
)
 
$
(2,240.3
)
 
$
(171.5
)
 ________________
(1)
During the three and nine months ended October 31, 2019, Autodesk repurchased 0.8 million and 1.7 million shares at an average repurchase price of $144.49 and $156.16 per share, respectively. At October 31, 2019, 15.7 million shares remained available for repurchase under the repurchase program approved by the Board of Directors.

Changes in stockholders' deficit by component, net of tax, as of January 31, 2019 are as follows:

 
Common stock and additional paid-in capital
 
Accumulated other comprehensive loss
 
Accumulated deficit
 
Total stockholders' deficit
Shares
 
Amount
 
Balances, January 31, 2018
218.3

 
$
1,952.7

 
$
(123.8
)
 
$
(2,084.9
)
 
$
(256.0
)
Common shares issued under stock plans
1.0

 
10.3

 

 

 
10.3

Stock-based compensation expense

 
54.4

 

 

 
54.4

Cumulative effect of accounting changes

 

 

 
176.1

 
176.1

Net loss

 

 

 
(82.4
)
 
(82.4
)
Other comprehensive loss

 

 
(10.0
)
 

 
(10.0
)
Repurchase and retirement of common shares
(0.2
)
 
(16.4
)
 

 
(4.6
)
 
(21.0
)
Balances, April 30, 2018
219.1

 
2,001.0

 
(133.8
)
 
(1,995.8
)
 
(128.6
)
Common shares issued under stock plans
0.2

 
(12.9
)
 

 

 
(12.9
)
Stock-based compensation expense

 
56.9

 

 

 
56.9

Cumulative effect of accounting changes

 

 

 
1.4

 
1.4

Net loss

 

 

 
(39.4
)
 
(39.4
)
Other comprehensive loss

 

 
(17.1
)
 

 
(17.1
)
Shares issued for acquisition
0.3

 
44.8

 

 

 
44.8

Repurchase and retirement of common shares
(1.1
)
 
(77.3
)
 

 
(69.4
)
 
(146.7
)
Balances, July 31, 2018
218.5

 
2,012.5

 
(150.9
)
 
(2,103.2
)
 
(241.6
)
Common shares issued under stock plans
1.4

 
(28.0
)
 

 

 
(28.0
)
Stock-based compensation expense

 
64.2

 

 

 
64.2

Net loss

 

 

 
(23.7
)
 
(23.7
)
Other comprehensive loss

 

 
(6.6
)
 

 
(6.6
)
Repurchase and retirement of common shares
(0.8
)
 
(39.6
)
 

 
(63.0
)
 
(102.6
)
Balances, October 31, 2018
219.1

 
2,009.1

 
(157.5
)
 
(2,189.9
)
 
(338.3
)
Common shares issued under stock plans
0.4

 
(21.9
)
 

 

 
(21.9
)
Stock-based compensation expense

 
74.0

 

 

 
74.0

Purchase price accounting adjustment

 
10.3

 

 

 
10.3

Net income

 

 

 
64.7

 
64.7

Other comprehensive income

 

 
22.5

 

 
22.5

Repurchase and retirement of common shares
(0.1
)
 

 

 
(22.2
)
 
(22.2
)
Balances, January 31, 2019
219.4

 
$
2,071.5

 
$
(135.0
)
 
$
(2,147.4
)
 
$
(210.9
)