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        <submissionType>144</submissionType>
        <filerInfo>
            <filer>
                <filerCredentials>
                    <cik>0001648181</cik>
                    <ccc>XXXXXXXX</ccc>
                </filerCredentials>
            </filer>
            <liveTestFlag>LIVE</liveTestFlag>



        </filerInfo>
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    <formData>
        <issuerInfo>
            <issuerCik>0000791963</issuerCik>
            <issuerName>OPPENHEIMER HOLDINGS INC.</issuerName>
            <secFileNumber>001-12043</secFileNumber>
            <issuerAddress>
                <ns2:street1>85 BROAD STREET</ns2:street1>
                <ns2:city>New York</ns2:city>
                <ns2:stateOrCountry>NY</ns2:stateOrCountry>
                <ns2:zipCode>10004</ns2:zipCode>
            </issuerAddress>
            <issuerContactPhone>2126688255</issuerContactPhone>
            <nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>PAUL M. FRIEDMAN LIVING TRUST</nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>
            <relationshipsToIssuer>
                <relationshipToIssuer>Director</relationshipToIssuer>
            </relationshipsToIssuer>
        </issuerInfo>
        <securitiesInformation>
            <securitiesClassTitle>Class A Common</securitiesClassTitle>
            <brokerOrMarketmakerDetails>
                <name>Morgan Stanley Smith Barney LLC Executive Financial Services</name>
                <address>
                    <ns2:street1>1 New York Plaza</ns2:street1>
                    <ns2:street2>8th Floor</ns2:street2>
                    <ns2:city>New York</ns2:city>
                    <ns2:stateOrCountry>NY</ns2:stateOrCountry>
                    <ns2:zipCode>10004</ns2:zipCode>
                </address>
            </brokerOrMarketmakerDetails>
            <noOfUnitsSold>3000</noOfUnitsSold>
            <aggregateMarketValue>189319.50</aggregateMarketValue>
            <noOfUnitsOutstanding>10425830</noOfUnitsOutstanding>
            <approxSaleDate>06/06/2025</approxSaleDate>
            <securitiesExchangeName>NYSE</securitiesExchangeName>
        </securitiesInformation>
        <securitiesToBeSold>
            <securitiesClassTitle>Common</securitiesClassTitle>
            <acquiredDate>08/23/2017</acquiredDate>
            <natureOfAcquisitionTransaction>Director Compensation</natureOfAcquisitionTransaction>
            <nameOfPersonfromWhomAcquired>Issuer</nameOfPersonfromWhomAcquired>
            <isGiftTransaction>N</isGiftTransaction>
            <amountOfSecuritiesAcquired>125</amountOfSecuritiesAcquired>
            <paymentDate>08/23/2017</paymentDate>
            <natureOfPayment>Services Rendered</natureOfPayment>
        </securitiesToBeSold>
        <securitiesToBeSold>
            <securitiesClassTitle>Common</securitiesClassTitle>
            <acquiredDate>07/28/2017</acquiredDate>
            <natureOfAcquisitionTransaction>Director Compensation</natureOfAcquisitionTransaction>
            <nameOfPersonfromWhomAcquired>Issuer</nameOfPersonfromWhomAcquired>
            <isGiftTransaction>N</isGiftTransaction>
            <amountOfSecuritiesAcquired>1000</amountOfSecuritiesAcquired>
            <paymentDate>07/28/2017</paymentDate>
            <natureOfPayment>Services Rendered</natureOfPayment>
        </securitiesToBeSold>
        <securitiesToBeSold>
            <securitiesClassTitle>Common</securitiesClassTitle>
            <acquiredDate>07/29/2016</acquiredDate>
            <natureOfAcquisitionTransaction>Director Compensation</natureOfAcquisitionTransaction>
            <nameOfPersonfromWhomAcquired>Issuer</nameOfPersonfromWhomAcquired>
            <isGiftTransaction>N</isGiftTransaction>
            <amountOfSecuritiesAcquired>1000</amountOfSecuritiesAcquired>
            <paymentDate>07/29/2016</paymentDate>
            <natureOfPayment>Services Rendered</natureOfPayment>
        </securitiesToBeSold>
        <securitiesToBeSold>
            <securitiesClassTitle>Common</securitiesClassTitle>
            <acquiredDate>02/23/2017</acquiredDate>
            <natureOfAcquisitionTransaction>Director Compensation</natureOfAcquisitionTransaction>
            <nameOfPersonfromWhomAcquired>Issuer</nameOfPersonfromWhomAcquired>
            <isGiftTransaction>N</isGiftTransaction>
            <amountOfSecuritiesAcquired>875</amountOfSecuritiesAcquired>
            <paymentDate>02/23/2017</paymentDate>
            <natureOfPayment>Services Rendered</natureOfPayment>
        </securitiesToBeSold>
        <nothingToReportFlagOnSecuritiesSoldInPast3Months>Y</nothingToReportFlagOnSecuritiesSoldInPast3Months>
        <noticeSignature>
            <noticeDate>06/06/2025</noticeDate>
            <planAdoptionDates/>
            <signature>/s/ Paul Friedman, Trustee</signature>
        </noticeSignature>
    </formData>
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144
0001648181
XXXXXXXX
LIVE
0000791963
OPPENHEIMER HOLDINGS INC.
001-12043
85 BROAD STREET
New York
NY
10004
2126688255
PAUL M. FRIEDMAN LIVING TRUST
Director
Class A Common
Morgan Stanley Smith Barney LLC Executive Financial Services
1 New York Plaza
8th Floor
New York
NY
10004
3000
189319.50
10425830
06/06/2025
NYSE
Common
08/23/2017
Director Compensation
Issuer
N
125
08/23/2017
Services Rendered
Common
07/28/2017
Director Compensation
Issuer
N
1000
07/28/2017
Services Rendered
Common
07/29/2016
Director Compensation
Issuer
N
1000
07/29/2016
Services Rendered
Common
02/23/2017
Director Compensation
Issuer
N
875
02/23/2017
Services Rendered
Y
06/06/2025
/s/ Paul Friedman, Trustee