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Stock-Based Compensation
6 Months Ended
Jun. 30, 2021
Share-based Payment Arrangement [Abstract]  
Stock-Based Compensation Equity-Based Compensation
The following table summarizes the number of shares of common stock authorized for issuance under the 2019 Plan, the number of stock-based awards granted (net of expired or cancelled awards) under the 2019 Plan and the number of shares of common stock available for the grant of stock-based awards under the 2019 Plan:

Common stock authorized11,000,000 
Stock-based awards, including restricted stock and stock options granted, net of expired or cancelled awards(3,014,210)
Common stock available for grant of stock-based awards as of June 30, 20217,985,790 

In addition, vested and unvested options to purchase 1,862,375 shares of common stock and 2,973,253 shares of unvested restricted stock awarded under the 2006 Plan were outstanding as of June 30, 2021.

Total equity-based compensation for the three and six months ended June 30, 2021 and 2020 is as follows:

 Three Months Ended June 30,Six Months Ended June 30,
 2021202020212020
Restricted stock$4,436 $4,627 $8,945 $9,491 
Stock options1,044 894 2,074 1,716 
Total$5,480 $5,521 $11,019 $11,207 

Equity-based compensation is included in operating expenses on the Company’s Condensed Consolidated Statements of Income/(Loss).

On June 30, 2020, pursuant to his employment agreement with the Company, Steve Madden, the Company's founder and Creative and Design Chief, was granted an option to purchase 225,000 shares of the Company's common stock at an exercise price of $24.83 per share, which option vests in four equal installments commencing on September 30, 2020 and ending on June 30, 2021. As of June 30, 2021, Mr. Madden had no unvested options to purchase the Company's common stock and 2,560,543 restricted shares of the Company's common stock.

Stock Options
 
Cash proceeds and intrinsic values related to total stock options exercised during the three and six months ended June 30, 2021 and 2020 are as follows:
 Three Months Ended June 30,Six Months Ended June 30,
 2021202020212020
Proceeds from stock options exercised$5,269 $86 $6,823 $960 
Intrinsic value of stock options exercised$4,945 $21 $5,812 $758 

During the three and six months ended June 30, 2021, options to purchase approximately 421,536 shares vested with a weighted average exercise price of $25.64. During the three and six months ended June 30, 2020, options to purchase approximately 121,683 shares vested with a weighted average exercise price of $30.42. As of June 30, 2021, there were unvested options relating to 352,780 shares of common stock outstanding with a total of $2,248 of unrecognized compensation cost and an average vesting period of 1.7 years.
The Company uses the Black-Scholes-Merton option-pricing model to estimate the fair value of options granted, which requires several assumptions. The expected term of the options represents the estimated period of time until exercise and is based on the historical experience of similar awards. Expected volatility is based on the historical volatility of the Company’s common stock. The risk-free interest rate is based on the U.S. Treasury yield curve in effect at the time of the grant. The dividend yield is based on the Company's annualized dividend per share amount divided by the Company's stock price. The following weighted average assumptions were used for stock options granted during the six months ended June 30, 2021 and 2020:

Six Months Ended June 30,
 20212020
Volatility44.4% to 49.1%33.9% to 50.0%
Risk free interest rate0.2% to .6%0.2% to 1.6%
Expected life in years3.0 to 4.03.0 to 5.0
Dividend yield1.6%1.3%
Weighted average fair value$11.90$10.16

Activity relating to stock options granted under the Company’s plans during the six months ended June 30, 2021 is as follows:
 Number of SharesWeighted Average Exercise PriceWeighted Average Remaining Contractual TermAggregate Intrinsic Value
Outstanding at January 1, 20212,674,000 $26.80   
Granted28,000 37.77   
Exercised(295,000)23.15   
Outstanding at June 30, 20212,407,000 $27.37 3.0 years$ 
Exercisable at June 30, 20212,054,000 $27.17 2.9 years$ 

Restricted Stock
 
The following table summarizes restricted stock activity during the six months ended June 30, 2021 and 2020:

Six Months Ended June 30,
 20212020
 Number of SharesWeighted Average Fair Value at Grant DateNumber of SharesWeighted Average Fair Value at Grant Date
Outstanding at January 1,3,651,000 $20.81 4,427,000 $19.84 
Granted297,000 38.65 402,000 33.63 
Vested(296,000)27.93 (311,000)27.72 
Forfeited(22,000)35.82 (35,000)26.40 
Outstanding at June 30,3,630,000 $21.60 4,483,000 $20.48 

As of June 30, 2021, the Company had $51,970 of total unrecognized compensation cost related to restricted stock awards granted under the 2019 Plan and the 2006 Plan. This cost is expected to be recognized over a weighted average period of 4.0 years. The Company determines the fair value of its restricted stock awards based on the market price of its common stock on the date of grant.