Exhibit 23.1

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Consent of Independent Registered Public Accounting Firm

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Wayside Technology Group, Inc. and Subsidiaries

Eatontown, New Jersey

We hereby consent to the incorporation by reference in the Registration Statement on Forms S-8 (No. 333-237670 and 333-184573) of Wayside Technology Group, Inc. and Subsidiaries of our reports dated March 16, 2021, relating to the consolidated financial statements and schedule, and the effectiveness of Wayside Technology Group Inc. and Subsidiaries internal control over financial reporting, which appears in this Annual Report on Form 10-K.

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/s/ BDO USA, LLP

Woodbridge, New Jersey

March 16, 2021

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