<?xml version="1.0" encoding="UTF-8"?><own:edgarSubmission xmlns:com="http://www.sec.gov/edgar/common" xmlns:own="http://www.sec.gov/edgar/ownership">
  <!-- Generated by Workiva -->
  <own:headerData>
    <own:submissionType>144</own:submissionType>
    <own:filerInfo>
      <own:filer>
        <own:filerCredentials>
          <own:cik>0001120741</own:cik>
          <own:ccc>XXXXXXXX</own:ccc>
        </own:filerCredentials>
      </own:filer>
      <own:liveTestFlag>LIVE</own:liveTestFlag>



    </own:filerInfo>
  </own:headerData>
  <own:formData>
    <own:issuerInfo>
      <own:issuerCik>0001561550</own:issuerCik>
      <own:issuerName>Datadog, Inc.</own:issuerName>
      <own:secFileNumber>001-39051</own:secFileNumber>
      <own:issuerAddress>
        <com:street1>620 8th Avenue, 45th Floor</com:street1>
        <com:city>New York</com:city>
        <com:stateOrCountry>NY</com:stateOrCountry>
        <com:zipCode>10018</com:zipCode>
      </own:issuerAddress>
      <own:issuerContactPhone>866-329-4466</own:issuerContactPhone>
      <own:nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>David Obstler</own:nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>
      <own:relationshipsToIssuer>
        <own:relationshipToIssuer>Officer</own:relationshipToIssuer>
      </own:relationshipsToIssuer>
    </own:issuerInfo>
    <own:securitiesInformation>
      <own:securitiesClassTitle>Class A Common Stock</own:securitiesClassTitle>
      <own:brokerOrMarketmakerDetails>
        <own:name>Morgan Stanley Smith Barney LLC Executive Services</own:name>
        <own:address>
          <com:street1>200 W Civic Center Dr - 4th Floor</com:street1>
          <com:city>Sandy</com:city>
          <com:stateOrCountry>UT</com:stateOrCountry>
          <com:zipCode>84070</com:zipCode>
        </own:address>
      </own:brokerOrMarketmakerDetails>
      <own:noOfUnitsSold>16031</own:noOfUnitsSold>
      <own:aggregateMarketValue>3767285</own:aggregateMarketValue>
      <own:noOfUnitsOutstanding>330825798</own:noOfUnitsOutstanding>
      <own:approxSaleDate>06/02/2026</own:approxSaleDate>
      <own:securitiesExchangeName>NASDAQ</own:securitiesExchangeName>
    </own:securitiesInformation>
    <own:securitiesToBeSold>
      <own:securitiesClassTitle>Class A Common Stock</own:securitiesClassTitle>
      <own:acquiredDate>06/01/2026</own:acquiredDate>
      <own:natureOfAcquisitionTransaction>Restricted Stock Units and Performance Stock Units vesting</own:natureOfAcquisitionTransaction>
      <own:nameOfPersonfromWhomAcquired>Issuer</own:nameOfPersonfromWhomAcquired>
      <own:isGiftTransaction>N</own:isGiftTransaction>
      <own:amountOfSecuritiesAcquired>16031</own:amountOfSecuritiesAcquired>
      <own:paymentDate>06/01/2026</own:paymentDate>
      <own:natureOfPayment>Compensation</own:natureOfPayment>
    </own:securitiesToBeSold>
    <own:nothingToReportFlagOnSecuritiesSoldInPast3Months>N</own:nothingToReportFlagOnSecuritiesSoldInPast3Months>
    <own:securitiesSoldInPast3Months>
      <own:sellerDetails>
        <own:name>David Obstler</own:name>
        <own:address>
          <com:street1>620 8th Avenue, 45th floor</com:street1>
          <com:city>New York</com:city>
          <com:stateOrCountry>NY</com:stateOrCountry>
          <com:zipCode>10018</com:zipCode>
        </own:address>
      </own:sellerDetails>
      <own:securitiesClassTitle>Class A Common Stock</own:securitiesClassTitle>
      <own:saleDate>03/02/2026</own:saleDate>
      <own:amountOfSecuritiesSold>40057</own:amountOfSecuritiesSold>
      <own:grossProceeds>4427736.55</own:grossProceeds>
    </own:securitiesSoldInPast3Months>
    <own:remarks>Securities to be sold were registered on Form S-8</own:remarks>
    <own:noticeSignature>
      <own:noticeDate>06/02/2026</own:noticeDate>
      <own:signature>/s/ David Obstler</own:signature>
    </own:noticeSignature>
  </own:formData>
</own:edgarSubmission>
