<SEC-DOCUMENT>0001999371-24-015036.txt : 20241125
<SEC-HEADER>0001999371-24-015036.hdr.sgml : 20241125
<ACCEPTANCE-DATETIME>20241125142531
ACCESSION NUMBER:		0001999371-24-015036
CONFORMED SUBMISSION TYPE:	144
PUBLIC DOCUMENT COUNT:		1
FILED AS OF DATE:		20241125
DATE AS OF CHANGE:		20241125

SUBJECT COMPANY:	

	COMPANY DATA:	
		COMPANY CONFORMED NAME:			COMMUNITY FINANCIAL SYSTEM, INC.
		CENTRAL INDEX KEY:			0000723188
		STANDARD INDUSTRIAL CLASSIFICATION:	NATIONAL COMMERCIAL BANKS [6021]
		ORGANIZATION NAME:           	02 Finance
		IRS NUMBER:				161213679
		STATE OF INCORPORATION:			DE
		FISCAL YEAR END:			1231

	FILING VALUES:
		FORM TYPE:		144
		SEC ACT:		1933 Act
		SEC FILE NUMBER:	001-13695
		FILM NUMBER:		241494871

	BUSINESS ADDRESS:	
		STREET 1:		5790 WIDEWATERS PKWY
		CITY:			DEWITT
		STATE:			NY
		ZIP:			13214
		BUSINESS PHONE:		8007242262

	MAIL ADDRESS:	
		STREET 1:		5790 WIDEWATERS PARKWAY
		CITY:			DEWITT
		STATE:			NY
		ZIP:			13214

	FORMER COMPANY:	
		FORMER CONFORMED NAME:	COMMUNITY BANK SYSTEM, INC.
		DATE OF NAME CHANGE:	20130806

	FORMER COMPANY:	
		FORMER CONFORMED NAME:	COMMUNITY BANK NA, a subsidiary of Community Bank System Inc
		DATE OF NAME CHANGE:	20130729

	FORMER COMPANY:	
		FORMER CONFORMED NAME:	COMMUNITY BANK NA, a subsidiary of Community Bank System Inc.
		DATE OF NAME CHANGE:	20130726

REPORTING-OWNER:	

	COMPANY DATA:	
		COMPANY CONFORMED NAME:			Whipple John F.
		CENTRAL INDEX KEY:			0001485739
		ORGANIZATION NAME:           	

	FILING VALUES:
		FORM TYPE:		144

	MAIL ADDRESS:	
		STREET 1:		1692 GOODRICH AVENUE
		CITY:			OLEAN
		STATE:			NY
		ZIP:			14760
</SEC-HEADER>
<DOCUMENT>
<TYPE>144
<SEQUENCE>1
<FILENAME>primary_doc.xml
<TEXT>
<XML>
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  <headerData>
    <submissionType>144</submissionType>
    <filerInfo>
      <filer>
        <filerCredentials>
          <!-- Field: Pseudo-Tag; ID: Name; Data: Whipple John F. -->
          <cik>0001485739</cik>
          <ccc>XXXXXXXX</ccc>
        </filerCredentials>
      </filer>
      <liveTestFlag>LIVE</liveTestFlag>


    </filerInfo>
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  <formData>
    <issuerInfo>
      <issuerCik>0000723188</issuerCik>
      <issuerName>COMMUNITY FINANCIAL SYSTEM, INC.</issuerName>
      <secFileNumber>001-13695</secFileNumber>
      <issuerAddress>
        <com:street1>5790 Widewaters Parkway, DeWitt</com:street1>
        <com:city>New York</com:city>
        <com:stateOrCountry>NY</com:stateOrCountry>
        <com:zipCode>13214</com:zipCode>
      </issuerAddress>
      <issuerContactPhone>315-445-2282</issuerContactPhone>
      <nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>John Whipple</nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>
      <relationshipsToIssuer>
        <relationshipToIssuer>Director</relationshipToIssuer>
      </relationshipsToIssuer>
    </issuerInfo>
    <securitiesInformation>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <brokerOrMarketmakerDetails>
        <name>APEX CLEARING</name>
        <address>
          <com:street1>350 N. ST. PAUL ST,</com:street1>
          <com:street2>SUITE 300</com:street2>
          <com:city>DALLAS</com:city>
          <com:stateOrCountry>TX</com:stateOrCountry>
          <com:zipCode>75201</com:zipCode>
        </address>
      </brokerOrMarketmakerDetails>
      <noOfUnitsSold>3937</noOfUnitsSold>
      <aggregateMarketValue>286456.12</aggregateMarketValue>
      <noOfUnitsOutstanding>5256</noOfUnitsOutstanding>
      <approxSaleDate>11/25/2024</approxSaleDate>
      <securitiesExchangeName>NYSE</securitiesExchangeName>
    </securitiesInformation>
    <securitiesToBeSold>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <acquiredDate>11/25/2024</acquiredDate>
      <natureOfAcquisitionTransaction>Stock Option Exercise</natureOfAcquisitionTransaction>
      <nameOfPersonfromWhomAcquired>Community Financial System, Inc</nameOfPersonfromWhomAcquired>
      <isGiftTransaction>N</isGiftTransaction>
      <amountOfSecuritiesAcquired>3937</amountOfSecuritiesAcquired>
      <paymentDate>11/25/2024</paymentDate>
      <natureOfPayment>N/A</natureOfPayment>
    </securitiesToBeSold>
    <nothingToReportFlagOnSecuritiesSoldInPast3Months>Y</nothingToReportFlagOnSecuritiesSoldInPast3Months>
    <noticeSignature>
      <noticeDate>11/25/2024</noticeDate>
      <signature>/s/ John Whipple</signature>
    </noticeSignature>
  </formData>
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</SEC-DOCUMENT>
