<?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>0001557593</cik>
          <ccc>XXXXXXXX</ccc>
        </filerCredentials>
      </filer>
      <liveTestFlag>LIVE</liveTestFlag>



    </filerInfo>
  </headerData>
  <formData>
    <issuerInfo>
      <issuerCik>0001528396</issuerCik>
      <issuerName>Guidewire Software, Inc.</issuerName>
      <secFileNumber>001-35394</secFileNumber>
      <issuerAddress>
        <com:street1>970 Park Pl</com:street1>
        <com:street2>Suite 200</com:street2>
        <com:city>San Mateo</com:city>
        <com:stateOrCountry>CA</com:stateOrCountry>
        <com:zipCode>94403</com:zipCode>
      </issuerAddress>
      <issuerContactPhone>3104891281</issuerContactPhone>
      <nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>Hung Priscilla</nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>
      <relationshipsToIssuer>
        <relationshipToIssuer>President and Chief Operating Officer</relationshipToIssuer>
      </relationshipsToIssuer>
    </issuerInfo>
    <securitiesInformation>
      <securitiesClassTitle>Common Stock</securitiesClassTitle>
      <brokerOrMarketmakerDetails>
        <name>Morgan Stanley Smith Barney LLC Executive Financial Services</name>
        <address>
          <com:street1>1 New York Plaza</com:street1>
          <com:street2>38th Floor</com:street2>
          <com:city>New York</com:city>
          <com:stateOrCountry>NY</com:stateOrCountry>
          <com:zipCode>10004</com:zipCode>
        </address>
      </brokerOrMarketmakerDetails>
      <noOfUnitsSold>1812</noOfUnitsSold>
      <aggregateMarketValue>188061.87</aggregateMarketValue>
      <noOfUnitsOutstanding>81930546</noOfUnitsOutstanding>
      <approxSaleDate>12/19/2023</approxSaleDate>
      <securitiesExchangeName>NYSE</securitiesExchangeName>
    </securitiesInformation>
    <securitiesToBeSold>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <acquiredDate>12/15/2023</acquiredDate>
      <natureOfAcquisitionTransaction>Acquired as compensation - Restricted Stock Units</natureOfAcquisitionTransaction>
      <nameOfPersonfromWhomAcquired>Issuer</nameOfPersonfromWhomAcquired>
      <isGiftTransaction>N</isGiftTransaction>
      <amountOfSecuritiesAcquired>3832</amountOfSecuritiesAcquired>
      <paymentDate>12/19/2023</paymentDate>
      <natureOfPayment>N/A (acquired as compensation)</natureOfPayment>
    </securitiesToBeSold>
    <nothingToReportFlagOnSecuritiesSoldInPast3Months>N</nothingToReportFlagOnSecuritiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Morgan Stanley Smith Barney LLC Executive Financial Services</name>
        <address>
          <com:street1>1 New York Plaza</com:street1>
          <com:street2>38th Floor</com:street2>
          <com:city>New York</com:city>
          <com:stateOrCountry>NY</com:stateOrCountry>
          <com:zipCode>10004</com:zipCode>
        </address>
      </sellerDetails>
      <securitiesClassTitle>Common Stock</securitiesClassTitle>
      <saleDate>11/29/2023</saleDate>
      <amountOfSecuritiesSold>6310</amountOfSecuritiesSold>
      <grossProceeds>631000</grossProceeds>
    </securitiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Morgan Stanley Smith Barney LLC Executive Financial Services</name>
        <address>
          <com:street1>1 New York Plaza</com:street1>
          <com:street2>38th Floor</com:street2>
          <com:city>New York</com:city>
          <com:stateOrCountry>NY</com:stateOrCountry>
          <com:zipCode>10004</com:zipCode>
        </address>
      </sellerDetails>
      <securitiesClassTitle>Common Stock</securitiesClassTitle>
      <saleDate>09/20/2023</saleDate>
      <amountOfSecuritiesSold>9243</amountOfSecuritiesSold>
      <grossProceeds>851589.49</grossProceeds>
    </securitiesSoldInPast3Months>
    <noticeSignature>
      <noticeDate>12/19/2023</noticeDate>
      <signature>By: Winston King, Attorney-in-Fact for Priscilla Hung</signature>
    </noticeSignature>
  </formData>
</edgarSubmission>
