<?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>0001294172</cik>
          <ccc>XXXXXXXX</ccc>
        </filerCredentials>
      </filer>
      <liveTestFlag>LIVE</liveTestFlag>



    </filerInfo>
  </headerData>
  <formData>
    <issuerInfo>
      <issuerCik>0001828105</issuerCik>
      <issuerName>Hippo Holdings Inc.</issuerName>
      <secFileNumber>001-39711</secFileNumber>
      <issuerAddress>
        <com:street1>1 Almaden Blvd. Ste 400</com:street1>
        <com:city>San Jose</com:city>
        <com:stateOrCountry>CA</com:stateOrCountry>
        <com:zipCode>95113</com:zipCode>
      </issuerAddress>
      <issuerContactPhone>650-294-8463</issuerContactPhone>
      <nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>Richard McCathron</nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>
      <relationshipsToIssuer>
        <relationshipToIssuer>Officer</relationshipToIssuer>
      </relationshipsToIssuer>
    </issuerInfo>
    <securitiesInformation>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <brokerOrMarketmakerDetails>
        <name>Merrill Lynch</name>
        <address>
          <com:street1>555 California St. Floor 18</com:street1>
          <com:city>San Francisco</com:city>
          <com:stateOrCountry>CA</com:stateOrCountry>
          <com:zipCode>94104</com:zipCode>
        </address>
      </brokerOrMarketmakerDetails>
      <noOfUnitsSold>5000</noOfUnitsSold>
      <aggregateMarketValue>157600</aggregateMarketValue>
      <noOfUnitsOutstanding>25335179</noOfUnitsOutstanding>
      <approxSaleDate>01/09/2026</approxSaleDate>
      <securitiesExchangeName>NYSE</securitiesExchangeName>
    </securitiesInformation>
    <securitiesToBeSold>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <acquiredDate>12/24/2020</acquiredDate>
      <natureOfAcquisitionTransaction>Restricted Stock Units</natureOfAcquisitionTransaction>
      <nameOfPersonfromWhomAcquired>Hippo Holdings Inc.</nameOfPersonfromWhomAcquired>
      <isGiftTransaction>N</isGiftTransaction>
      <amountOfSecuritiesAcquired>5000</amountOfSecuritiesAcquired>
      <paymentDate>12/24/2020</paymentDate>
      <natureOfPayment>N/A</natureOfPayment>
    </securitiesToBeSold>
    <nothingToReportFlagOnSecuritiesSoldInPast3Months>N</nothingToReportFlagOnSecuritiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Richard McCathron</name>
        <address>
          <com:street1>1 Almaden Blvd.</com:street1>
          <com:street2>Ste. 400</com:street2>
          <com:city>San Jose</com:city>
          <com:stateOrCountry>CA</com:stateOrCountry>
          <com:zipCode>95113</com:zipCode>
        </address>
      </sellerDetails>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <saleDate>12/09/2025</saleDate>
      <amountOfSecuritiesSold>5000</amountOfSecuritiesSold>
      <grossProceeds>149100</grossProceeds>
    </securitiesSoldInPast3Months>
    <noticeSignature>
      <noticeDate>01/09/2026</noticeDate>
      <planAdoptionDates>
        <planAdoptionDate>08/29/2025</planAdoptionDate>
      </planAdoptionDates>
      <signature>Richard McCathron</signature>
    </noticeSignature>
  </formData>
</edgarSubmission>
