<SEC-DOCUMENT>0001959173-25-005899.txt : 20250910
<SEC-HEADER>0001959173-25-005899.hdr.sgml : 20250910
<ACCEPTANCE-DATETIME>20250910114935
ACCESSION NUMBER:		0001959173-25-005899
CONFORMED SUBMISSION TYPE:	144
PUBLIC DOCUMENT COUNT:		1
FILED AS OF DATE:		20250910
DATE AS OF CHANGE:		20250910

SUBJECT COMPANY:	

	COMPANY DATA:	
		COMPANY CONFORMED NAME:			Upland Software, Inc.
		CENTRAL INDEX KEY:			0001505155
		STANDARD INDUSTRIAL CLASSIFICATION:	SERVICES-PREPACKAGED SOFTWARE [7372]
		ORGANIZATION NAME:           	06 Technology
		EIN:				272992077
		STATE OF INCORPORATION:			TX
		FISCAL YEAR END:			1231

	FILING VALUES:
		FORM TYPE:		144
		SEC ACT:		1933 Act
		SEC FILE NUMBER:	001-36720
		FILM NUMBER:		251305148

	BUSINESS ADDRESS:	
		STREET 1:		900 S. CAPITAL OF TEXAS HWY
		STREET 2:		LAS CIMAS IV, SUITE 300
		CITY:			AUSTIN
		STATE:			TX
		ZIP:			78746
		BUSINESS PHONE:		512-960-1010

	MAIL ADDRESS:	
		STREET 1:		900 S. CAPITAL OF TEXAS HWY
		STREET 2:		LAS CIMAS IV, SUITE 300
		CITY:			AUSTIN
		STATE:			TX
		ZIP:			78746

	FORMER COMPANY:	
		FORMER CONFORMED NAME:	Silverback Acquisition Corp
		DATE OF NAME CHANGE:	20101105

REPORTING-OWNER:	

	COMPANY DATA:	
		COMPANY CONFORMED NAME:			MCDONALD JOHN T
		CENTRAL INDEX KEY:			0001094792
		ORGANIZATION NAME:           	

	FILING VALUES:
		FORM TYPE:		144

	MAIL ADDRESS:	
		STREET 1:		C/O UPLAND SOFTWARE INC.
		STREET 2:		401 CONGRESS AVE., SUITE 1850
		CITY:			AUSTIN
		STATE:			TX
		ZIP:			78701
</SEC-HEADER>
<DOCUMENT>
<TYPE>144
<SEQUENCE>1
<FILENAME>primary_doc.xml
<TEXT>
<XML>
<?xml version="1.0" encoding="UTF-8"?><edgarSubmission xmlns="http://www.sec.gov/edgar/ownership" xmlns:com="http://www.sec.gov/edgar/common">
  <headerData>
    <submissionType>144</submissionType>
    <filerInfo>
      <filer>
        <filerCredentials>
          <cik>0001094792</cik>
          <ccc>XXXXXXXX</ccc>
        </filerCredentials>
      </filer>
      <liveTestFlag>LIVE</liveTestFlag>



    </filerInfo>
  </headerData>
  <formData>
    <issuerInfo>
      <issuerCik>0001505155</issuerCik>
      <issuerName>Upland Software, Inc.</issuerName>
      <secFileNumber>001-36720</secFileNumber>
      <issuerAddress>
        <com:street1>900 S. CAPITAL OF TEXAS HWY</com:street1>
        <com:street2>LAS CIMAS IV, SUITE 300</com:street2>
        <com:city>AUSTIN</com:city>
        <com:stateOrCountry>TX</com:stateOrCountry>
        <com:zipCode>78746</com:zipCode>
      </issuerAddress>
      <issuerContactPhone>512-960-1010</issuerContactPhone>
      <nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>MCDONALD JOHN T</nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>
      <relationshipsToIssuer>
        <relationshipToIssuer>Officer</relationshipToIssuer>
      </relationshipsToIssuer>
    </issuerInfo>
    <securitiesInformation>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <brokerOrMarketmakerDetails>
        <name>Fidelity Brokerage Services LLC</name>
        <address>
          <com:street1>245 Summer Street</com:street1>
          <com:city>Boston</com:city>
          <com:stateOrCountry>MA</com:stateOrCountry>
          <com:zipCode>02110</com:zipCode>
        </address>
      </brokerOrMarketmakerDetails>
      <noOfUnitsSold>15000</noOfUnitsSold>
      <aggregateMarketValue>34650.00</aggregateMarketValue>
      <noOfUnitsOutstanding>28766498</noOfUnitsOutstanding>
      <approxSaleDate>09/10/2025</approxSaleDate>
      <securitiesExchangeName>NASDAQ</securitiesExchangeName>
    </securitiesInformation>
    <securitiesToBeSold>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <acquiredDate>03/15/2021</acquiredDate>
      <natureOfAcquisitionTransaction>stock award</natureOfAcquisitionTransaction>
      <nameOfPersonfromWhomAcquired>Issuer</nameOfPersonfromWhomAcquired>
      <isGiftTransaction>N</isGiftTransaction>
      <amountOfSecuritiesAcquired>15456</amountOfSecuritiesAcquired>
      <paymentDate>03/15/2021</paymentDate>
      <natureOfPayment>N/A</natureOfPayment>
    </securitiesToBeSold>
    <nothingToReportFlagOnSecuritiesSoldInPast3Months>Y</nothingToReportFlagOnSecuritiesSoldInPast3Months>
    <noticeSignature>
      <noticeDate>09/10/2025</noticeDate>
      <signature>/s/ Audrey Skillern as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for John Mcdonald</signature>
    </noticeSignature>
  </formData>
</edgarSubmission>
</XML>
</TEXT>
</DOCUMENT>
</SEC-DOCUMENT>
