<?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>0001917389</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>0001528396</own:issuerCik>
      <own:issuerName>Guidewire Software, Inc.</own:issuerName>
      <own:secFileNumber>001-35394</own:secFileNumber>
      <own:issuerAddress>
        <com:street1>970 Park Pl,  Suite 200</com:street1>
        <com:city>San Mateo</com:city>
        <com:stateOrCountry>CA</com:stateOrCountry>
        <com:zipCode>94403</com:zipCode>
      </own:issuerAddress>
      <own:issuerContactPhone>650-357-9100</own:issuerContactPhone>
      <own:nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>John P Mullen</own:nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>
      <own:relationshipsToIssuer>
        <own:relationshipToIssuer>President</own:relationshipToIssuer>
      </own:relationshipsToIssuer>
    </own:issuerInfo>
    <own:securitiesInformation>
      <own:securitiesClassTitle>Common Stock</own:securitiesClassTitle>
      <own:brokerOrMarketmakerDetails>
        <own:name>Morgan Stanley Smith Barney LLC Executive Financial Services</own:name>
        <own: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>
        </own:address>
      </own:brokerOrMarketmakerDetails>
      <own:noOfUnitsSold>39683</own:noOfUnitsSold>
      <own:aggregateMarketValue>5733074.89</own:aggregateMarketValue>
      <own:noOfUnitsOutstanding>81992669</own:noOfUnitsOutstanding>
      <own:approxSaleDate>09/17/2026</own:approxSaleDate>
      <own:securitiesExchangeName>NYSE</own:securitiesExchangeName>
    </own:securitiesInformation>
    <own:securitiesToBeSold>
      <own:securitiesClassTitle>Common</own:securitiesClassTitle>
      <own:acquiredDate>09/15/2026</own:acquiredDate>
      <own:natureOfAcquisitionTransaction>Vesting of RSU (Grant Date: 09/15/2022)</own:natureOfAcquisitionTransaction>
      <own:nameOfPersonfromWhomAcquired>Issuer</own:nameOfPersonfromWhomAcquired>
      <own:isGiftTransaction>N</own:isGiftTransaction>
      <own:amountOfSecuritiesAcquired>1506</own:amountOfSecuritiesAcquired>
      <own:paymentDate>09/15/2026</own:paymentDate>
      <own:natureOfPayment>N/A (acquired as compensation)</own:natureOfPayment>
    </own:securitiesToBeSold>
    <own:securitiesToBeSold>
      <own:securitiesClassTitle>Common</own:securitiesClassTitle>
      <own:acquiredDate>09/15/2026</own:acquiredDate>
      <own:natureOfAcquisitionTransaction>Vesting of PSU (Grant Date: 09/13/2023)</own:natureOfAcquisitionTransaction>
      <own:nameOfPersonfromWhomAcquired>Issuer</own:nameOfPersonfromWhomAcquired>
      <own:isGiftTransaction>N</own:isGiftTransaction>
      <own:amountOfSecuritiesAcquired>75211</own:amountOfSecuritiesAcquired>
      <own:paymentDate>09/15/2026</own:paymentDate>
      <own:natureOfPayment>N/A (acquired as compensation)</own:natureOfPayment>
    </own:securitiesToBeSold>
    <own:securitiesToBeSold>
      <own:securitiesClassTitle>Common</own:securitiesClassTitle>
      <own:acquiredDate>09/15/2026</own:acquiredDate>
      <own:natureOfAcquisitionTransaction>Vesting of RSU (Grant Date: 09/13/2023)</own:natureOfAcquisitionTransaction>
      <own:nameOfPersonfromWhomAcquired>Issuer</own:nameOfPersonfromWhomAcquired>
      <own:isGiftTransaction>N</own:isGiftTransaction>
      <own:amountOfSecuritiesAcquired>1992</own:amountOfSecuritiesAcquired>
      <own:paymentDate>09/15/2026</own:paymentDate>
      <own:natureOfPayment>N/A (acquired as compensation)</own:natureOfPayment>
    </own:securitiesToBeSold>
    <own:securitiesToBeSold>
      <own:securitiesClassTitle>Common</own:securitiesClassTitle>
      <own:acquiredDate>09/15/2026</own:acquiredDate>
      <own:natureOfAcquisitionTransaction>Vesting of RSU (Grant Date: 09/11/2024)</own:natureOfAcquisitionTransaction>
      <own:nameOfPersonfromWhomAcquired>Issuer</own:nameOfPersonfromWhomAcquired>
      <own:isGiftTransaction>N</own:isGiftTransaction>
      <own:amountOfSecuritiesAcquired>1557</own:amountOfSecuritiesAcquired>
      <own:paymentDate>09/15/2026</own:paymentDate>
      <own:natureOfPayment>N/A (acquired as compensation)</own:natureOfPayment>
    </own:securitiesToBeSold>
    <own:securitiesToBeSold>
      <own:securitiesClassTitle>Common</own:securitiesClassTitle>
      <own:acquiredDate>09/15/2026</own:acquiredDate>
      <own:natureOfAcquisitionTransaction>Vesting of RSU (Grant Date: 09/11/2024)</own:natureOfAcquisitionTransaction>
      <own:nameOfPersonfromWhomAcquired>Issuer</own:nameOfPersonfromWhomAcquired>
      <own:isGiftTransaction>N</own:isGiftTransaction>
      <own:amountOfSecuritiesAcquired>3322</own:amountOfSecuritiesAcquired>
      <own:paymentDate>09/15/2026</own:paymentDate>
      <own:natureOfPayment>N/A (acquired as compensation)</own:natureOfPayment>
    </own:securitiesToBeSold>
    <own:securitiesToBeSold>
      <own:securitiesClassTitle>Common</own:securitiesClassTitle>
      <own:acquiredDate>09/15/2026</own:acquiredDate>
      <own:natureOfAcquisitionTransaction>Vesting of RSU (Grant Date: 09/11/2025)</own:natureOfAcquisitionTransaction>
      <own:nameOfPersonfromWhomAcquired>Issuer</own:nameOfPersonfromWhomAcquired>
      <own:isGiftTransaction>N</own:isGiftTransaction>
      <own:amountOfSecuritiesAcquired>987</own:amountOfSecuritiesAcquired>
      <own:paymentDate>09/15/2026</own:paymentDate>
      <own:natureOfPayment>N/A (acquired as compensation)</own:natureOfPayment>
    </own:securitiesToBeSold>
    <own:nothingToReportFlagOnSecuritiesSoldInPast3Months>N</own:nothingToReportFlagOnSecuritiesSoldInPast3Months>
    <own:securitiesSoldInPast3Months>
      <own:sellerDetails>
        <own:name>John P. Mullen</own:name>
        <own:address>
          <com:street1>c/o Guidewire Software, Inc.</com:street1>
          <com:street2>970 Park Pl, Suite 200</com:street2>
          <com:city>San Mateo</com:city>
          <com:stateOrCountry>CA</com:stateOrCountry>
          <com:zipCode>94403</com:zipCode>
        </own:address>
      </own:sellerDetails>
      <own:securitiesClassTitle>Common Stock</own:securitiesClassTitle>
      <own:saleDate>08/25/2026</own:saleDate>
      <own:amountOfSecuritiesSold>1800</own:amountOfSecuritiesSold>
      <own:grossProceeds>339228</own:grossProceeds>
    </own:securitiesSoldInPast3Months>
    <own:securitiesSoldInPast3Months>
      <own:sellerDetails>
        <own:name>John P. Mullen</own:name>
        <own:address>
          <com:street1>c/o Guidewire Software, Inc.</com:street1>
          <com:street2>970 Park Pl, Suite 200</com:street2>
          <com:city>San Mateo</com:city>
          <com:stateOrCountry>CA</com:stateOrCountry>
          <com:zipCode>94403</com:zipCode>
        </own:address>
      </own:sellerDetails>
      <own:securitiesClassTitle>Common Stock</own:securitiesClassTitle>
      <own:saleDate>08/19/2026</own:saleDate>
      <own:amountOfSecuritiesSold>16200</own:amountOfSecuritiesSold>
      <own:grossProceeds>2997000</own:grossProceeds>
    </own:securitiesSoldInPast3Months>
    <own:remarks>The amounts listed under 'Number of Shares to be Sold' reflect automatic sell-to-cover transactions to satisfy tax withholding obligations under the Issuer's Amended and Restated 2020 Stock Plan, representing a portion of the full RSU and PSU vests on September 15, 2026.</own:remarks>
    <own:noticeSignature>
      <own:noticeDate>09/17/2026</own:noticeDate>
      <own:signature>/s/ John P. Mullen</own:signature>
    </own:noticeSignature>
  </own:formData>
</own:edgarSubmission>
