<?xml version="1.0"?>
<ownershipDocument>

    <schemaVersion>X0609</schemaVersion>

    <documentType>5</documentType>

    <periodOfReport>2026-08-31</periodOfReport>

    <form3HoldingsReported>0</form3HoldingsReported>

    <form4TransactionsReported>0</form4TransactionsReported>

    <issuer>
        <issuerCik>0001099369</issuerCik>
        <issuerName>DESTINY MEDIA TECHNOLOGIES INC</issuerName>
        <issuerTradingSymbol>DSNY</issuerTradingSymbol>
        <issuerForeignTradingSymbol></issuerForeignTradingSymbol>
    </issuer>

    <reportingOwner>
        <reportingOwnerId>
            <rptOwnerCik>0002091996</rptOwnerCik>
            <rptOwnerName>Mendesh Assel</rptOwnerName>
        </reportingOwnerId>
        <reportingOwnerAddress>
            <rptOwnerNonUSAddressFlag>true</rptOwnerNonUSAddressFlag>
            <rptOwnerStreet1>#400 - 22 E 5TH AVENUE</rptOwnerStreet1>
            <rptOwnerStreet2></rptOwnerStreet2>
            <rptOwnerCity>VANCOUVER</rptOwnerCity>
            <rptOwnerNonUSStateTerritory>BRITISH COLUMBIA</rptOwnerNonUSStateTerritory>
            <rptOwnerCountry>Z4</rptOwnerCountry>
            <rptOwnerZipCode>V5T 1G8</rptOwnerZipCode>
            <rptOwnerStateDescription>CANADA (FEDERAL LEVEL)</rptOwnerStateDescription>
        </reportingOwnerAddress>
        <reportingOwnerRelationship>
            <isDirector>0</isDirector>
            <isOfficer>1</isOfficer>
            <isTenPercentOwner>0</isTenPercentOwner>
            <isOther>0</isOther>
            <officerTitle>Chief Financial Officer</officerTitle>
        </reportingOwnerRelationship>
    </reportingOwner>

    <aff10b5One>0</aff10b5One>

    <nonDerivativeTable>
        <nonDerivativeTransaction>
            <securityTitle>
                <value>Common Shares</value>
            </securityTitle>
            <transactionDate>
                <value>2026-08-31</value>
            </transactionDate>
            <deemedExecutionDate>
                <value>2026-08-31</value>
            </deemedExecutionDate>
            <transactionCoding>
                <transactionFormType>5</transactionFormType>
                <transactionCode>A</transactionCode>
                <equitySwapInvolved>0</equitySwapInvolved>
                <footnoteId id="F1"/>
            </transactionCoding>
            <transactionAmounts>
                <transactionShares>
                    <value>8700</value>
                </transactionShares>
                <transactionPricePerShare>
                    <value>0.56</value>
                    <footnoteId id="F2"/>
                </transactionPricePerShare>
                <transactionAcquiredDisposedCode>
                    <value>A</value>
                </transactionAcquiredDisposedCode>
            </transactionAmounts>
            <postTransactionAmounts>
                <sharesOwnedFollowingTransaction>
                    <value>10408</value>
                </sharesOwnedFollowingTransaction>
            </postTransactionAmounts>
            <ownershipNature>
                <directOrIndirectOwnership>
                    <value>D</value>
                </directOrIndirectOwnership>
            </ownershipNature>
        </nonDerivativeTransaction>
    </nonDerivativeTable>

    <footnotes>
        <footnote id="F1">Purchased under Employee Stock Purchase Plan, which transaction is exempt under Rule 16b-3(c) of the Securities Exchange Act of 1934.</footnote>
        <footnote id="F2">The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from CAD $0.48 to $1.02, inclusive. The reporting person undertakes to provide to Destiny Media Technologies Inc., any security holder of Destiny Media Technologies Inc. or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth in this footnote. The weighted average price reported above was converted from the Canadian weighted average price of C $0.56 to USD using an exchange rate of CAD $1.3864=USD $1.00.</footnote>
    </footnotes>

    <ownerSignature>
        <signatureName>/s/ Assel Mendesh</signatureName>
        <signatureDate>2026-10-09</signatureDate>
    </ownerSignature>
</ownershipDocument>
