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  <schemaVersion>X0202</schemaVersion>
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    <submissionType>13F-HR</submissionType>
    <filerInfo>
      <liveTestFlag>LIVE</liveTestFlag>
      <flags>
        <confirmingCopyFlag>false</confirmingCopyFlag>
        <returnCopyFlag>false</returnCopyFlag>
        <overrideInternetFlag>false</overrideInternetFlag>
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      <filer>
        <credentials>
          <cik>0002044285</cik>
          <ccc>XXXXXXXX</ccc>
        </credentials>
      </filer>
      <periodOfReport>12-31-2025</periodOfReport>
    </filerInfo>
  </headerData>
  <formData>
    <coverPage>
      <reportCalendarOrQuarter>12-31-2025</reportCalendarOrQuarter>
      <filingManager>
        <name>Dauntless Investment Group, LLC</name>
        <address>
          <com:street1>3283 FOXFIRE DR.</com:street1>
          <com:city>MILFORD</com:city>
          <com:stateOrCountry>MI</com:stateOrCountry>
          <com:zipCode>48380</com:zipCode>
        </address>
      </filingManager>
      <reportType>13F HOLDINGS REPORT</reportType>
      <form13FFileNumber>028-25194</form13FFileNumber>
      <provideInfoForInstruction5>Y</provideInfoForInstruction5>
      <additionalInformation>The information included on the Information Table with respect to the holdings of AEON Biopharma, Inc. ("AEON") and Femasys Inc. ("FEMY") reflect the exercise of Pre-funded Warrants held by Dauntless Investment Group, LLC ("DIG") after giving effect to provisions that prevent the exercise of such securities if the beneficial ownership of such entity would exceed 9.99% of the underlying security following such exercise. As of December 31, 2025, DIG held an aggregate of 2,131,852 Common Shares of AEON and 5,931,890 Common Shares of FEMY.</additionalInformation>
    </coverPage>
    <signatureBlock>
      <name>Matthew Okkerse</name>
      <title>CFO</title>
      <phone>734.770.0040</phone>
      <signature>/s/Matthew Okkerse</signature>
      <city>Milford</city>
      <stateOrCountry>MI</stateOrCountry>
      <signatureDate>02-17-2026</signatureDate>
    </signatureBlock>
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      <tableEntryTotal>71</tableEntryTotal>
      <tableValueTotal>125934771</tableValueTotal>
      <isConfidentialOmitted>true</isConfidentialOmitted>
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