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

    <schemaVersion>X0706</schemaVersion>

    <submissionType>D</submissionType>

    <testOrLive>LIVE</testOrLive>

    <primaryIssuer>
        <cik>0000914435</cik>
        <entityName>HEADWAY WORKFORCE SOLUTIONS, INC</entityName>
        <issuerAddress>
            <street1>421 FAYETTEVILLE STREET</street1>
            <street2>SUITE 1020</street2>
            <city>RALEIGH</city>
            <stateOrCountry>NC</stateOrCountry>
            <stateOrCountryDescription>NORTH CAROLINA</stateOrCountryDescription>
            <zipCode>27601</zipCode>
        </issuerAddress>
        <issuerPhoneNumber>919-376-4929</issuerPhoneNumber>
        <jurisdictionOfInc>DELAWARE</jurisdictionOfInc>
        <edgarPreviousNameList>
            <previousName>HEADWAY CORPORATE RESOURCES INC</previousName>
            <previousName>AFGL INTERNATIONAL INC</previousName>
        </edgarPreviousNameList>
        <entityType>Corporation</entityType>
        <yearOfInc>
            <overFiveYears>true</overFiveYears>
        </yearOfInc>
    </primaryIssuer>

    <relatedPersonsList>
        <relatedPersonInfo>
            <relatedPersonName>
                <firstName>JEAN-PIERRE</firstName>
                <lastName>SAKEY</lastName>
            </relatedPersonName>
            <relatedPersonAddress>
                <street1>421 FAYETTEVILLE STREET</street1>
                <street2>SUITE 1020</street2>
                <city>RALEIGH</city>
                <stateOrCountry>NC</stateOrCountry>
                <stateOrCountryDescription>NORTH CAROLINA</stateOrCountryDescription>
                <zipCode>27601</zipCode>
            </relatedPersonAddress>
            <relatedPersonRelationshipList>
                <relationship>Executive Officer</relationship>
                <relationship>Director</relationship>
            </relatedPersonRelationshipList>
            <relationshipClarification></relationshipClarification>
        </relatedPersonInfo>
        <relatedPersonInfo>
            <relatedPersonName>
                <firstName>JEFFERY</firstName>
                <lastName>REX</lastName>
            </relatedPersonName>
            <relatedPersonAddress>
                <street1>601 TECHNOLOGY DRIVE</street1>
                <street2>SUITE 310</street2>
                <city>CANONSBURG</city>
                <stateOrCountry>PA</stateOrCountry>
                <stateOrCountryDescription>PENNSYLVANIA</stateOrCountryDescription>
                <zipCode>15317</zipCode>
            </relatedPersonAddress>
            <relatedPersonRelationshipList>
                <relationship>Director</relationship>
            </relatedPersonRelationshipList>
            <relationshipClarification></relationshipClarification>
        </relatedPersonInfo>
        <relatedPersonInfo>
            <relatedPersonName>
                <firstName>MARK</firstName>
                <lastName>SCHOEPPNER</lastName>
            </relatedPersonName>
            <relatedPersonAddress>
                <street1>601 TECHNOLOGY DRIVE</street1>
                <street2>SUITE 310</street2>
                <city>CANONSBURG</city>
                <stateOrCountry>PA</stateOrCountry>
                <stateOrCountryDescription>PENNSYLVANIA</stateOrCountryDescription>
                <zipCode>15317</zipCode>
            </relatedPersonAddress>
            <relatedPersonRelationshipList>
                <relationship>Director</relationship>
            </relatedPersonRelationshipList>
            <relationshipClarification></relationshipClarification>
        </relatedPersonInfo>
        <relatedPersonInfo>
            <relatedPersonName>
                <firstName>JOSEPH</firstName>
                <lastName>YELENIC</lastName>
            </relatedPersonName>
            <relatedPersonAddress>
                <street1>421 FAYETTEVILLE STREET</street1>
                <street2>SUITE 1020</street2>
                <city>RALEIGH</city>
                <stateOrCountry>NC</stateOrCountry>
                <stateOrCountryDescription>NORTH CAROLINA</stateOrCountryDescription>
                <zipCode>27601</zipCode>
            </relatedPersonAddress>
            <relatedPersonRelationshipList>
                <relationship>Executive Officer</relationship>
            </relatedPersonRelationshipList>
            <relationshipClarification></relationshipClarification>
        </relatedPersonInfo>
    </relatedPersonsList>

    <offeringData>
        <industryGroup>
            <industryGroupType>Business Services</industryGroupType>
        </industryGroup>
        <issuerSize>
            <revenueRange>Decline to Disclose</revenueRange>
        </issuerSize>
        <federalExemptionsExclusions>
            <item>06</item>
        </federalExemptionsExclusions>
        <typeOfFiling>
            <newOrAmendment>
                <isAmendment>false</isAmendment>
            </newOrAmendment>
            <dateOfFirstSale>
                <value>2013-09-10</value>
            </dateOfFirstSale>
        </typeOfFiling>
        <durationOfOffering>
            <moreThanOneYear>false</moreThanOneYear>
        </durationOfOffering>
        <typesOfSecuritiesOffered>
            <isEquityType>true</isEquityType>
            <isOptionToAcquireType>true</isOptionToAcquireType>
        </typesOfSecuritiesOffered>
        <businessCombinationTransaction>
            <isBusinessCombinationTransaction>false</isBusinessCombinationTransaction>
            <clarificationOfResponse></clarificationOfResponse>
        </businessCombinationTransaction>
        <minimumInvestmentAccepted>0</minimumInvestmentAccepted>
        <salesCompensationList></salesCompensationList>
        <offeringSalesAmounts>
            <totalOfferingAmount>4000000</totalOfferingAmount>
            <totalAmountSold>3875000</totalAmountSold>
            <totalRemaining>125000</totalRemaining>
            <clarificationOfResponse></clarificationOfResponse>
        </offeringSalesAmounts>
        <investors>
            <hasNonAccreditedInvestors>false</hasNonAccreditedInvestors>
            <totalNumberAlreadyInvested>20</totalNumberAlreadyInvested>
        </investors>
        <salesCommissionsFindersFees>
            <salesCommissions>
                <dollarAmount>200000</dollarAmount>
            </salesCommissions>
            <findersFees>
                <dollarAmount>0</dollarAmount>
            </findersFees>
            <clarificationOfResponse></clarificationOfResponse>
        </salesCommissionsFindersFees>
        <useOfProceeds>
            <grossProceedsUsed>
                <dollarAmount>0</dollarAmount>
            </grossProceedsUsed>
            <clarificationOfResponse></clarificationOfResponse>
        </useOfProceeds>
        <signatureBlock>
            <authorizedRepresentative>false</authorizedRepresentative>
            <signature>
                <issuerName>HEADWAY WORKFORCE SOLUTIONS, INC</issuerName>
                <signatureName>/s/ Jessica B. West</signatureName>
                <nameOfSigner>Jessica B. West</nameOfSigner>
                <signatureTitle>Attorney-in-Fact</signatureTitle>
                <signatureDate>2013-09-16</signatureDate>
            </signature>
        </signatureBlock>
    </offeringData>
</edgarSubmission>
