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      <liveTestFlag>LIVE</liveTestFlag>
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        <confirmingCopyFlag>false</confirmingCopyFlag>
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      <filer>
        <credentials>
          <cik>0002044285</cik>
          <ccc>XXXXXXXX</ccc>
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      <periodOfReport>09-30-2025</periodOfReport>
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    <coverPage>
      <reportCalendarOrQuarter>09-30-2025</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>
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      <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 Femasys Inc. ("FEMA") and Kazia Therapeutics Limited ("KZIA") 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 September 30, 2025, DIG held an aggregate of 4,395,996 Common Shares of FEMA and 176,822 American Depository Shares of KZIA.</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>11-13-2025</signatureDate>
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