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Employee and Director Stock Plans (Tables) | 12 Months Ended
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Jan. 31, 2020
Share-based Payment Arrangement [Abstract] |
Schedule of Share-based Compensation, Stock Options, Activity | A summary of stock option activity for the fiscal year ended January 31, 2020 is as follows:
| Number of Shares (in millions) |  | Weighted average exercise price per share |  | Weighted average remaining contractual term (in years) |  | Aggregate Intrinsic Value (1) (in millions)
Options outstanding at January 31, 2019 | 0.8 |  |  | $ | 23.95 |  |  |  |  |
Granted | — |  |  | — |  |  |  |  |
Exercised | (0.3 | ) |  | 23.43 |  |  |  |  |
Canceled/Forfeited | (0.1 | ) |  | 21.27 |  |  |  |  |
Options outstanding at January 31, 2020 | 0.4 |  |  | $ | 24.80 |  |  | 6.6 |  | $ | 73.8 |
Options vested and exercisable at January 31, 2020 | 0.2 |  |  | $ | 31.73 |  |  | 3.9 |  | $ | 25.3 |
Shares available for grant at January 31, 2020 | 14.6 |  |  |  |  |  |  |
_______________
(1) | Represents the total pre-tax intrinsic value, based on Autodesk’s closing stock price of $196.85 per share as of January 31, 2020.
Intrinsic Value of Options Exercised and Weighted Average Grant Date Fair Value of Stock Options Granted | The following table summarizes information about the pre-tax intrinsic value of options exercised and the weighted average grant date fair value per share of options granted during the fiscal years ended January 31, 2020, 2019, and 2018:
| Fiscal year ended January 31,
| 2020 |  | 2019 |  | 2018
Pre-tax intrinsic value of options exercised (1) | $ | 44.1 |  |  | $ | 9.7 |  |  | $ | 22.8 |
Weighted average grant date fair value per share of stock options assumed from acquisition | $ | — |  |  | $ | 110.40 |  |  | $ | — |
—————— (1) The intrinsic value of options exercised is calculated as the difference between the exercise price of the option and the market value of the stock on the date of exercise.
Restricted Share Activity Disclosure | A summary of restricted stock activity for the fiscal year ended January 31, 2020, is as follows:
| Unreleased Restricted Stock Units (in thousands) |  | Weighted average grant date fair value per share
Unvested restricted stock at January 31, 2019 | 4,287.4 |  |  | $ | 120.07 |
Granted | 3,136.1 |  |  | 156.24 |
Vested | (2,276.5 | ) |  | 112.50 |
Canceled/Forfeited | (422.5 | ) |  | 133.82 |
Performance Adjustment (1) | 7.8 |  |  | 142.17 |
Unvested restricted stock at January 31, 2020 | 4,732.3 |  |  | $ | 147.24 |
_______________ (1) Based on Autodesk's financial results and relative total stockholder return for the fiscal 2019 performance period. The performance stock units were attained at rates ranging from 105.2% to 122.5% of the target award.
Schedule of Share-based Compensation, Employee Stock Purchase Plan, Activity | A summary of the ESPP activity for the fiscal years ended January 31, 2020, 2019, and 2018 is as follows:
|  | Fiscal year ended January 31,
|  | 2020 |  | 2019 |  | 2018
Issued shares |  | 0.9 |  |  | 1.0 |  |  | 2.0 |
Average price of issued shares |  | $ | 102.20 |  |  | $ | 90.25 |  |  | $ | 39.03 |
Weighted average grant date fair value of awards granted under the ESPP |  | $ | 47.78 |  |  | $ | 42.75 |  |  | $ | 32.41 |
Employee and Director Stock Options Outstanding | The following table summarizes the number of outstanding options and awards granted to employees and directors, as well as the number of securities remaining available for future issuance under these plans as of January 31, 2020:
| (a) |  | (b) |  | (c) |
Plan category | Number of securities to be issued upon exercise or vesting of outstanding options and awards (in millions) |  | Weighted-average exercise price of outstanding options |  | Number of securities remaining available for future issuance under equity compensation plans (excluding securities reflected in column (a)) (in millions) |
Equity compensation plans approved by security holders | 5.2 |  |  | $ | 24.80 |  |  | 21.9 |  | (1)
Total | 5.2 |  |  | $ | 24.80 |  |  | 21.9 |  |
____________________
(1) | Included in this amount are 7.3 million securities available for future issuance under Autodesk’s ESPP.

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