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    <headerData>
        <submissionType>144</submissionType>
        <filerInfo>
            <filer>
                <filerCredentials>
                    <cik>0001883732</cik>
                    <ccc>XXXXXXXX</ccc>
                </filerCredentials>
            </filer>
            <liveTestFlag>LIVE</liveTestFlag>



        </filerInfo>
    </headerData>
    <formData>
        <issuerInfo>
            <issuerCik>0001836981</issuerCik>
            <issuerName>BIGBEAR.AI HOLDINGS, INC.</issuerName>
            <secFileNumber>001-40031</secFileNumber>
            <issuerAddress>
                <ns2:street1>6811 Benjamin Franklin Drive</ns2:street1>
                <ns2:street2>Suite 200</ns2:street2>
                <ns2:city>Columbia</ns2:city>
                <ns2:stateOrCountry>MD</ns2:stateOrCountry>
                <ns2:zipCode>21046</ns2:zipCode>
            </issuerAddress>
            <issuerContactPhone>(410) 312-0885</issuerContactPhone>
            <nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>SEAN RICKER</nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>
            <relationshipsToIssuer>
                <relationshipToIssuer>Officer</relationshipToIssuer>
            </relationshipsToIssuer>
        </issuerInfo>
        <securitiesInformation>
            <securitiesClassTitle>Common</securitiesClassTitle>
            <brokerOrMarketmakerDetails>
                <name>Morgan Stanley Smith Barney LLC Executive Financial Services</name>
                <address>
                    <ns2:street1>1 New York Plaza</ns2:street1>
                    <ns2:street2>8th Floor</ns2:street2>
                    <ns2:city>New York</ns2:city>
                    <ns2:stateOrCountry>NY</ns2:stateOrCountry>
                    <ns2:zipCode>10004</ns2:zipCode>
                </address>
            </brokerOrMarketmakerDetails>
            <noOfUnitsSold>5000</noOfUnitsSold>
            <aggregateMarketValue>10746.00</aggregateMarketValue>
            <noOfUnitsOutstanding>242628027</noOfUnitsOutstanding>
            <approxSaleDate>03/20/2024</approxSaleDate>
            <securitiesExchangeName>NYSE</securitiesExchangeName>
        </securitiesInformation>
        <securitiesToBeSold>
            <securitiesClassTitle>COMMON</securitiesClassTitle>
            <acquiredDate>11/30/2023</acquiredDate>
            <natureOfAcquisitionTransaction>Employee Stock Plan Purchase</natureOfAcquisitionTransaction>
            <nameOfPersonfromWhomAcquired>Issuer</nameOfPersonfromWhomAcquired>
            <isGiftTransaction>N</isGiftTransaction>
            <amountOfSecuritiesAcquired>5000</amountOfSecuritiesAcquired>
            <paymentDate>11/30/2023</paymentDate>
            <natureOfPayment>Cash</natureOfPayment>
        </securitiesToBeSold>
        <nothingToReportFlagOnSecuritiesSoldInPast3Months>N</nothingToReportFlagOnSecuritiesSoldInPast3Months>
        <securitiesSoldInPast3Months>
            <sellerDetails>
                <name>Sean Ricker</name>
                <address>
                    <ns2:street1>6811 Benjamin Franklin Drive</ns2:street1>
                    <ns2:street2>Suite 200</ns2:street2>
                    <ns2:city>Columbia</ns2:city>
                    <ns2:stateOrCountry>MD</ns2:stateOrCountry>
                    <ns2:zipCode>21046</ns2:zipCode>
                </address>
            </sellerDetails>
            <securitiesClassTitle>Common</securitiesClassTitle>
            <saleDate>03/11/2024</saleDate>
            <amountOfSecuritiesSold>101751</amountOfSecuritiesSold>
            <grossProceeds>248748.43</grossProceeds>
        </securitiesSoldInPast3Months>
        <noticeSignature>
            <noticeDate>03/20/2024</noticeDate>
            <planAdoptionDates>
                <planAdoptionDate>12/15/2023</planAdoptionDate>
            </planAdoptionDates>
            <signature>/s/ Sean Raymond Ricker</signature>
        </noticeSignature>
    </formData>
</edgarSubmission>
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144
0001883732
XXXXXXXX
LIVE
0001836981
BIGBEAR.AI HOLDINGS, INC.
001-40031
6811 Benjamin Franklin Drive
Suite 200
Columbia
MD
21046
(410) 312-0885
SEAN RICKER
Officer
Common
Morgan Stanley Smith Barney LLC Executive Financial Services
1 New York Plaza
8th Floor
New York
NY
10004
5000
10746.00
242628027
03/20/2024
NYSE
COMMON
11/30/2023
Employee Stock Plan Purchase
Issuer
N
5000
11/30/2023
Cash
N
Sean Ricker
6811 Benjamin Franklin Drive
Suite 200
Columbia
MD
21046
Common
03/11/2024
101751
248748.43
03/20/2024
12/15/2023
/s/ Sean Raymond Ricker