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Stockholders' Equity
3 Months Ended
Apr. 30, 2017
Equity [Abstract]  
Stockholders' Equity
Stockholders’ Equity
The Company maintains the following stock plans: the ESPP, the 2013 Equity Incentive Plan and the 2014 Inducement Equity Incentive Plan (“2014 Inducement Plan”). The expiration of the 1999 Stock Option Plan (“1999 Plan”) in fiscal 2010 did not affect awards outstanding, which continue to be governed by the terms and conditions of the 1999 Plan.
As of April 30, 2017, $115.6 million has been withheld on behalf of employees for future purchases under the ESPP and is recorded in accounts payable, accrued expenses and other liabilities.
Prior to February 2006, options issued under the Company’s stock option plans generally had a term of 10 years. From February 1, 2006 through July 2013, options issued had a term of five years. After July 2013, options issued have a term of seven years.
The fair value of each stock option grant was estimated on the date of grant using the Black-Scholes option pricing model with the following assumptions and fair value per share:
 
 
Three Months Ended April 30,
Stock Options
2017
 
2016
Volatility
31.4

%
 
32.1

%
Estimated life
3.5 years

 
 
3.5 years

 
Risk-free interest rate
1.4 - 1.5

%
 
0.9 - 1.0

%
Weighted-average fair value per share of grants
$
20.63

 
 
$
17.35

 

The Company estimated its future stock price volatility considering both its observed option-implied volatilities and its historical volatility calculations. Management believes this is the best estimate of the expected volatility over the expected life of its stock options and stock purchase rights.
The estimated life for the stock options was based on an analysis of historical exercise activity. The risk-free interest rate is based on the rate for a U.S. government security with the same estimated life at the time of the option grant and the stock purchase rights.
The estimated forfeiture rate applied is based on historical forfeiture rates. The Company does not anticipate paying any cash dividends in the foreseeable future and therefore uses an expected dividend yield of zero in the option pricing model.
During fiscal 2016, the Company granted a performance-based restricted stock unit award to the Chairman of the Board and Chief Executive Officer and during fiscal 2017, the Company granted performance-based restricted stock unit awards to certain executive officers, including the Chairman of the Board and Chief Executive Officer. The performance-based restricted stock unit awards are subject to vesting based on a performance-based condition and a service-based condition. At the end of the three year service period, based on the Company's share price performance, these performance-based restricted stock units will vest in a percentage of the target number of shares between 0 and 200%, depending on the extent the performance condition is achieved.
Stock activity excluding the ESPP is as follows:
 
 
 
Options Outstanding
 
Shares
Available for
Grant
 
Outstanding
Stock
Options
 
Weighted-
Average
Exercise Price
 
Aggregate
Intrinsic Value (in thousands)
Balance as of January 31, 2017
16,531,822

 
30,353,076

 
$
59.88

 
 
Increase in shares authorized:
 
 
 
 
 
 
 
2013 Equity Incentive Plan
8,988

 
0

 
0.00

 
 
2014 Inducement Plan
9,548

 
0

 
0.00

 
 
Assumed equity plans
0

 
0

 
0.00

 

Options granted under all plans
(444,826
)
 
444,826

 
82.42

 
 
Restricted stock activity
(1,230,547
)
 
0

 
0.00

 
 
Stock grants to board and advisory board members
(59,093
)
 
0

 
0.00

 
 
Exercised
0

 
(2,625,463
)
 
35.07

 
 
Plan shares expired
(22,273
)
 
0

 
0.00

 
 
Canceled
333,141

 
(333,141
)
 
69.73

 
 
Balance as of April 30, 2017
15,126,760

 
27,839,298

 
$
62.46

 
$
658,584

Vested or expected to vest
 
 
25,491,175

 
$
61.66

 
$
623,557

Exercisable as of April 30, 2017
 
 
11,178,853

 
$
54.14

 
$
357,546


The total intrinsic value of the options exercised during the three months ended April 30, 2017 and 2016 was $124.7 million and $28.6 million, respectively. The intrinsic value is the difference between the current market value of the stock and the exercise price of the stock option.
The weighted-average remaining contractual life of vested and expected to vest options is approximately 5.07 years.
As of April 30, 2017, options to purchase 11,178,853 shares were vested at a weighted average exercise price of $54.14 per share and had a remaining weighted-average contractual life of approximately 4.1 years. The total intrinsic value of these vested options as of April 30, 2017 was $357.5 million.
During the three months ended April 30, 2017, the Company recognized stock-based expense related to our equity plans for employees and non-employee directors of $251.6 million. As of April 30, 2017, the aggregate stock compensation remaining to be amortized to costs and expenses was approximately $2.4 billion. The Company will amortize this stock compensation balance as follows: $769.4 million during the remaining nine months of fiscal 2018; $772.2 million during fiscal 2019; $554.5 million during fiscal 2020; $270.4 million during fiscal 2021; $20.3 million during fiscal 2022 and $25.2 million thereafter. The expected amortization reflects only outstanding stock awards as of April 30, 2017 and assumes no forfeiture activity.
The aggregate stock compensation remaining to be amortized to costs and expenses will be recognized over a weighted average period of 2.2 years.
The following table summarizes information about stock options outstanding as of April 30, 2017:
 
 
 
Options Outstanding
 
Options Exercisable
Range of Exercise
Prices
 
Number
Outstanding
 
Weighted-
Average
Remaining
Contractual Life
(Years)
 
Weighted-
Average
Exercise
Price
 
Number of
Shares
 
Weighted-
Average
Exercise
Price
$0.86 to $52.30
 
7,021,653

 
4.2
 
$
35.82

 
5,253,639

 
$
40.03

$53.60 to $58.86
 
911,285

 
4.1
 
55.56

 
464,392

 
55.68

$59.34
 
5,510,998

 
4.5
 
59.34

 
3,114,503

 
59.34

$59.37 to $75.01
 
1,933,555

 
5.6
 
69.18

 
450,412

 
68.63

$75.57
 
6,003,861

 
6.5
 
75.57

 
0

 
0.00

$76.48 to $80.62
 
623,673

 
6.0
 
78.47

 
65,282

 
76.90

$80.99 to $83.79
 
5,834,273

 
5.6
 
81.13

 
1,830,625

 
80.99

 
 
27,839,298

 
5.2
 
$
62.46

 
11,178,853

 
$
54.14


Restricted stock activity is as follows: 
 
Restricted Stock Outstanding
 
Outstanding
 
Weighted-
Average
Exercise Price
 
Aggregate
Intrinsic
Value (in thousands)
Balance as of January 31, 2017
27,453,498

 
$
0.001

 
 
Granted - restricted stock units and awards
1,104,864

 
0.001

 
 
Canceled
(514,119
)
 
0.001

 
 
Vested and converted to shares
(2,017,260
)
 
0.001

 
 
Balance as of April 30, 2017
26,026,983

 
$
0.001

 
$
2,241,444

Expected to vest
21,896,527

 
 
 
$
1,885,729


The restricted stock, which upon vesting entitles the holder to one share of common stock for each share of restricted stock, has an exercise price of $0.001 per share, which is equal to the par value of the Company’s common stock, and generally vests over four years.
The weighted-average grant date fair value of the restricted stock issued for the three months ended April 30, 2017 and 2016 was $82.23 and $69.29, respectively.
Common Stock
The following number of shares of common stock were reserved and available for future issuance at April 30, 2017:
 
Options outstanding
27,839,298

Restricted stock awards and units and performance stock units outstanding
26,026,983

Stock available for future grant:
 
2013 Equity Incentive Plan
14,639,050

2014 Inducement Plan
405,304

Amended and Restated 2004 Employee Stock Purchase Plan
3,663,369

Acquired equity plans
82,406

Convertible Senior Notes
17,308,880

Warrants
17,308,880

 
107,274,170