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Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington , D.C. 20549 FORM 10 - K ANNUAL REPORT PURSUANT TO SECTION 13 OR 15 ( d ) OF THE SECURITIES EXCHANGE ACT OF X 1934 . For the fiscal year ended December 31 , 2020 OR TRANSITION REPORT PURSUANT TO SECTION 13 OR 15 ( d ) OF THE SECURITIES EXCHANGE ACT OF 1934 . For the transition period from Commission file number : 000-26408 WAYSIDE TECHNOLOGY GROUP , INC . ( Exact name of registrant as specified in its charter ) Delaware ( State or other jurisdiction of incorporation ) 4 Industrial Way West , Suite 300 Eatontown , NJ ( Address of principal executive offices ) Securities registered pursuant to section 12 ( b ) of the Act : Title of Each Class Common Stock , par value $ 0.01 per share Registrant's telephone number , including area code : ( 732 ) 389-0932 to Trading Symbol WSTG 13-3136104 ( IRS Employer Identification Number ) Accelerated filer > 07724 ( Zip Code ) Securities registered pursuant to section 12 ( g ) of the Act : None Indicate by check mark if the registrant is a well - known seasoned issuer , as defined in Rule 405 of the Securities Act . Yes □ No > Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or Section 15 ( d ) of the Act Yes No Indicate by check mark whether the Registrant : ( 1 ) has filed all reports required to be filed by Section 13 or 15 ( d ) of the Securities Exchange Act of 1934 during the preceding 12 months ( or for such shorter period that the Registrant was required to file such reports ) , and ( 2 ) has been subject to such filing requirements for the past 90 days . Yes No Name of Each Exchange on Which Registered The NASDAQ Global Market Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S - T ( §232.405 of this chapter ) during the preceding 12 months ( or for such shorter period that the registrant was required to submit such files ) . Yes No Non - accelerated filer Indicate by check mark whether the registrant is a large accelerated filer , an accelerated filer , a non - accelerated filer , a smaller reporting company , or an emerging growth company . See the definitions of " large accelerated filer , " " accelerated filer , " " smaller reporting company , ” and “ emerging growth company " in Rule 12b - 2 of the Exchange Act . Large accelerated filer Smaller reporting company Emerging growth company If an emerging growth company , indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13 ( a ) of the Exchange Act . Indicate by check mark whether the registrant has filed a report on and attestation to its management's assessment of the effectiveness of its internal control over financial reporting under Section 404 ( b ) of the Sarbanes - Oxley Act ( 15 U.S.C. 7262 ( b ) ) by the registered public accounting firm that prepared or issued its audit report . Indicate by check mark whether the registrant is a shell company ( as defined in Rule 12b - 2 of the Act ) . Yes □ No The aggregate market value of the Common Stock held by non - affiliates of the Registrant computed by reference to the closing sale price for the Registrant's Common Stock as of June 30 , 2020 , which was the last business day of the Registrant's most recently completed second fiscal quarter , as reported on The NASDAQ Global Market , was approximately $ 103.6 million ( In determining the market value of the Common Stock held by any non - affiliates , shares of Common Stock of the Registrant beneficially owned by directors , officers and holders more than 10 % of the outstanding shares of Common Stock of the Registrant have been excluded . This determination of affiliate status is not necessarily a conclusive determination for other purposes ) . The number of shares outstanding of the Registrant's Common Stock as of February 23 , 2021 was 4,410,035 shares . Documents Incorporated by Reference : Portions of the Registrant's definitive Proxy Statement for its 2021 Annual Meeting of Stockholders to be filed on or before April 30 , 2021 are incorporated by reference into Part III of this Report .