<?xml version="1.0" encoding="UTF-8"?><edgarSubmission xmlns="http://www.sec.gov/edgar/ownership" xmlns:com="http://www.sec.gov/edgar/common">
  <!-- Generated by Workiva -->
  <headerData>
    <submissionType>144</submissionType>
    <filerInfo>
      <filer>
        <filerCredentials>
          <cik>0001783984</cik>
          <ccc>XXXXXXXX</ccc>
        </filerCredentials>
      </filer>
      <liveTestFlag>LIVE</liveTestFlag>



    </filerInfo>
  </headerData>
  <formData>
    <issuerInfo>
      <issuerCik>0001561550</issuerCik>
      <issuerName>Datadog, Inc.</issuerName>
      <secFileNumber>001-39051</secFileNumber>
      <issuerAddress>
        <com:street1>620 8th Avenue</com:street1>
        <com:street2>45th Floor</com:street2>
        <com:city>New York</com:city>
        <com:stateOrCountry>NY</com:stateOrCountry>
        <com:zipCode>10018</com:zipCode>
      </issuerAddress>
      <issuerContactPhone>866-329-4466</issuerContactPhone>
      <nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>Alexis Le-Quoc</nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>
      <relationshipsToIssuer>
        <relationshipToIssuer>Officer</relationshipToIssuer>
        <relationshipToIssuer>Director</relationshipToIssuer>
      </relationshipsToIssuer>
    </issuerInfo>
    <securitiesInformation>
      <securitiesClassTitle>Class A Common Stock</securitiesClassTitle>
      <brokerOrMarketmakerDetails>
        <name>Morgan Stanley Smith Barney LLC Executive Services</name>
        <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>
        </address>
      </brokerOrMarketmakerDetails>
      <noOfUnitsSold>13868</noOfUnitsSold>
      <aggregateMarketValue>1895478.24</aggregateMarketValue>
      <noOfUnitsOutstanding>323270704</noOfUnitsOutstanding>
      <approxSaleDate>09/02/2025</approxSaleDate>
      <securitiesExchangeName>NASDAQ</securitiesExchangeName>
    </securitiesInformation>
    <securitiesToBeSold>
      <securitiesClassTitle>Class A Common Stock</securitiesClassTitle>
      <acquiredDate>09/01/2025</acquiredDate>
      <natureOfAcquisitionTransaction>Restricted Stock Units and Performance Stock Units vesting</natureOfAcquisitionTransaction>
      <nameOfPersonfromWhomAcquired>Issuer</nameOfPersonfromWhomAcquired>
      <isGiftTransaction>N</isGiftTransaction>
      <amountOfSecuritiesAcquired>13868</amountOfSecuritiesAcquired>
      <paymentDate>09/01/2025</paymentDate>
      <natureOfPayment>Compensation</natureOfPayment>
    </securitiesToBeSold>
    <nothingToReportFlagOnSecuritiesSoldInPast3Months>N</nothingToReportFlagOnSecuritiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Alexis Le-Quoc</name>
        <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>
        </address>
      </sellerDetails>
      <securitiesClassTitle>Class A Common Stock</securitiesClassTitle>
      <saleDate>08/05/2025</saleDate>
      <amountOfSecuritiesSold>41468</amountOfSecuritiesSold>
      <grossProceeds>5576002.91</grossProceeds>
    </securitiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Alexis Le-Quoc</name>
        <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>
        </address>
      </sellerDetails>
      <securitiesClassTitle>Class A Common Stock</securitiesClassTitle>
      <saleDate>07/14/2025</saleDate>
      <amountOfSecuritiesSold>41468</amountOfSecuritiesSold>
      <grossProceeds>5775376.91</grossProceeds>
    </securitiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Alexis Le-Quoc</name>
        <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>
        </address>
      </sellerDetails>
      <securitiesClassTitle>Class A Common Stock</securitiesClassTitle>
      <saleDate>06/04/2025</saleDate>
      <amountOfSecuritiesSold>127105</amountOfSecuritiesSold>
      <grossProceeds>15247350.6</grossProceeds>
    </securitiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Alexis Le-Quoc</name>
        <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>
        </address>
      </sellerDetails>
      <securitiesClassTitle>Class A Common Stock</securitiesClassTitle>
      <saleDate>06/02/2025</saleDate>
      <amountOfSecuritiesSold>13766</amountOfSecuritiesSold>
      <grossProceeds>1608433.21</grossProceeds>
    </securitiesSoldInPast3Months>
    <remarks>Securities to be sold were registered on Form S-8</remarks>
    <noticeSignature>
      <noticeDate>09/02/2025</noticeDate>
      <signature>/s/  Alexis Le-Quoc</signature>
    </noticeSignature>
  </formData>
</edgarSubmission>
