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<?xml version="1.0" encoding="windows-1252"?> |
<ownershipDocument> |
| <schemaVersion> X0306 </schemaVersion> |
| <documentType> 4 </documentType> |
| <periodOfReport> 2022-11-29 </periodOfReport> |
| <notSubjectToSection16> 0 </notSubjectToSection16> |
| <issuer> |
| | <issuerCik> 0001880613 </issuerCik> |
| | <issuerName> Direct Digital Holdings, Inc. </issuerName> |
| | <issuerTradingSymbol> DRCT </issuerTradingSymbol> |
| | </issuer> |
| <reportingOwner> |
| | <reportingOwnerId> |
| | | <rptOwnerCik> 0001896664 </rptOwnerCik> |
| | | <rptOwnerName> Walker Mark D </rptOwnerName> |
| | | </reportingOwnerId> |
| | <reportingOwnerAddress> |
| | | <rptOwnerStreet1> 1177 WEST LOOP SOUTH, SUITE 1310 </rptOwnerStreet1> |
| | | <rptOwnerStreet2></rptOwnerStreet2> |
| | | <rptOwnerCity> HOUSTON </rptOwnerCity> |
| | | <rptOwnerState> TX </rptOwnerState> |
| | | <rptOwnerZipCode> 77027 </rptOwnerZipCode> |
| | | <rptOwnerStateDescription></rptOwnerStateDescription> |
| | | </reportingOwnerAddress> |
| | <reportingOwnerRelationship> |
| | | <isDirector> 1 </isDirector> |
| | | <isOfficer> 1 </isOfficer> |
| | | <isTenPercentOwner> 1 </isTenPercentOwner> |
| | | <isOther> 0 </isOther> |
| | | <officerTitle> Chairman and CEO </officerTitle> |
| | | <otherText></otherText> |
| | | </reportingOwnerRelationship> |
| | </reportingOwner> |
| <derivativeTable> |
| | <derivativeTransaction> |
| | | <securityTitle> |
| <value> Warrants (right to buy) </value> |
| </securityTitle> |
| | | <conversionOrExercisePrice> |
| <value> 5.50 </value> |
| </conversionOrExercisePrice> |
| | | <transactionDate> |
| <value> 2022-11-29 </value> |
| </transactionDate> |
| | | <deemedExecutionDate></deemedExecutionDate> |
| | | <transactionCoding> |
| <transactionFormType> 4 </transactionFormType> |
| <transactionCode> P </transactionCode> |
| <equitySwapInvolved> 0 </equitySwapInvolved> |
| </transactionCoding> |
| | | <transactionTimeliness></transactionTimeliness> |
| | | <transactionAmounts> |
| <transactionShares> |
| <value> 5320 </value> |
| </transactionShares> |
| <transactionPricePerShare> |
| <value> 0.55 </value> |
| </transactionPricePerShare> |
| <transactionAcquiredDisposedCode> |
| <value> A </value> |
| </transactionAcquiredDisposedCode> |
| </transactionAmounts> |
| | | <exerciseDate> |
| <value> 2022-11-29 </value> |
| </exerciseDate> |
| | | <expirationDate> |
| <value> 2027-02-15 </value> |
| </expirationDate> |
| | | <underlyingSecurity> |
| <underlyingSecurityTitle> |
| <value> Class A Common Stock </value> |
| </underlyingSecurityTitle> |
| <underlyingSecurityShares> |
| <value> 5320 </value> |
| </underlyingSecurityShares> |
| </underlyingSecurity> |
| | | <postTransactionAmounts> |
| <sharesOwnedFollowingTransaction> |
| <value> 27259 </value> |
| </sharesOwnedFollowingTransaction> |
| </postTransactionAmounts> |
| | | <ownershipNature> |
| <directOrIndirectOwnership> |
| <value> D </value> |
| </directOrIndirectOwnership> |
| </ownershipNature> |
| | | </derivativeTransaction> |
| | </derivativeTable> |
| <ownerSignature> |
| | <signatureName> /s/ Susan Echard, Attorney-in-fact for Mark D. Walker </signatureName> |
| | <signatureDate> 2022-12-01 </signatureDate> |
| | </ownerSignature> |
| </ownershipDocument> |