<SEC-DOCUMENT>0001961863-23-000056.txt : 20230615
<SEC-HEADER>0001961863-23-000056.hdr.sgml : 20230615
<ACCEPTANCE-DATETIME>20230615162637
ACCESSION NUMBER:		0001961863-23-000056
CONFORMED SUBMISSION TYPE:	144
PUBLIC DOCUMENT COUNT:		1
FILED AS OF DATE:		20230615
DATE AS OF CHANGE:		20230615

SUBJECT COMPANY:	

	COMPANY DATA:	
		COMPANY CONFORMED NAME:			Pineapple Energy Inc.
		CENTRAL INDEX KEY:			0000022701
		STANDARD INDUSTRIAL CLASSIFICATION:	TELEPHONE & TELEGRAPH APPARATUS [3661]
		IRS NUMBER:				410957999
		STATE OF INCORPORATION:			MN
		FISCAL YEAR END:			1231

	FILING VALUES:
		FORM TYPE:		144
		SEC ACT:		1933 Act
		SEC FILE NUMBER:	001-31588
		FILM NUMBER:		231017711

	BUSINESS ADDRESS:	
		STREET 1:		10900 RED CIRCLE DRIVE
		CITY:			MINNETONKA
		STATE:			MN
		ZIP:			55343
		BUSINESS PHONE:		9529961674

	MAIL ADDRESS:	
		STREET 1:		10900 RED CIRCLE DRIVE
		CITY:			MINNETONKA
		STATE:			MN
		ZIP:			55343

	FORMER COMPANY:	
		FORMER CONFORMED NAME:	Pineapple Holdings, Inc.
		DATE OF NAME CHANGE:	20220328

	FORMER COMPANY:	
		FORMER CONFORMED NAME:	COMMUNICATIONS SYSTEMS INC
		DATE OF NAME CHANGE:	19950401

REPORTING-OWNER:	

	COMPANY DATA:	
		COMPANY CONFORMED NAME:			Lake Street Solar, LLC
		CENTRAL INDEX KEY:			0001981082
		IRS NUMBER:				820782786
		STATE OF INCORPORATION:			DE
		FISCAL YEAR END:			1231

	FILING VALUES:
		FORM TYPE:		144

	BUSINESS ADDRESS:	
		STREET 1:		315 LAKE ST E
		STREET 2:		SUITE 301
		CITY:			WAYZATA
		STATE:			MN
		ZIP:			55391
		BUSINESS PHONE:		952-456-5300

	MAIL ADDRESS:	
		STREET 1:		315 LAKE ST E
		STREET 2:		SUITE 301
		CITY:			WAYZATA
		STATE:			MN
		ZIP:			55391
</SEC-HEADER>
<DOCUMENT>
<TYPE>144
<SEQUENCE>1
<FILENAME>primary_doc.xml
<TEXT>
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  <headerData>
    <submissionType>144</submissionType>
    <filerInfo>
      <filer>
        <filerCredentials>
          <cik>0001981082</cik>
          <ccc>XXXXXXXX</ccc>
        </filerCredentials>
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      <liveTestFlag>LIVE</liveTestFlag>


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  <formData>
    <issuerInfo>
      <issuerCik>0000022701</issuerCik>
      <issuerName>Pineapple Energy Inc.</issuerName>
      <secFileNumber>001-31588</secFileNumber>
      <issuerAddress>
        <com:street1>10900 RED CIRCLE DRIVE</com:street1>
        <com:city>MINNETONKA</com:city>
        <com:stateOrCountry>MN</com:stateOrCountry>
        <com:zipCode>55343</com:zipCode>
      </issuerAddress>
      <issuerContactPhone>9529961674</issuerContactPhone>
      <nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>Lake Street Solar, LLC</nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>
      <relationshipsToIssuer>
        <relationshipToIssuer>Shareholder</relationshipToIssuer>
      </relationshipsToIssuer>
    </issuerInfo>
    <securitiesInformation>
      <securitiesClassTitle>Class A</securitiesClassTitle>
      <brokerOrMarketmakerDetails>
        <name>Merrill Lynch, Pierce, Fenner &amp; Smith Inc.</name>
        <address>
          <com:street1>555 California St</com:street1>
          <com:street2>FL 18</com:street2>
          <com:city>San Francisco</com:city>
          <com:stateOrCountry>CA</com:stateOrCountry>
          <com:zipCode>94104</com:zipCode>
        </address>
      </brokerOrMarketmakerDetails>
      <noOfUnitsSold>5310</noOfUnitsSold>
      <aggregateMarketValue>7434.00</aggregateMarketValue>
      <noOfUnitsOutstanding>9948836</noOfUnitsOutstanding>
      <approxSaleDate>06/15/2023</approxSaleDate>
      <securitiesExchangeName>NASDAQ</securitiesExchangeName>
    </securitiesInformation>
    <securitiesToBeSold>
      <securitiesClassTitle>Class A</securitiesClassTitle>
      <acquiredDate>03/28/2022</acquiredDate>
      <natureOfAcquisitionTransaction>Private Placement</natureOfAcquisitionTransaction>
      <nameOfPersonfromWhomAcquired>Issuer</nameOfPersonfromWhomAcquired>
      <isGiftTransaction>N</isGiftTransaction>
      <amountOfSecuritiesAcquired>5310</amountOfSecuritiesAcquired>
      <paymentDate>03/28/2022</paymentDate>
      <natureOfPayment>Cash</natureOfPayment>
    </securitiesToBeSold>
    <nothingToReportFlagOnSecuritiesSoldInPast3Months>N</nothingToReportFlagOnSecuritiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Lake Street Solar, LLC</name>
        <address>
          <com:street1>315 Lake St E, Ste 301</com:street1>
          <com:city>Wayzata</com:city>
          <com:stateOrCountry>MN</com:stateOrCountry>
          <com:zipCode>55391</com:zipCode>
        </address>
      </sellerDetails>
      <securitiesClassTitle>Class A</securitiesClassTitle>
      <saleDate>06/12/2023</saleDate>
      <amountOfSecuritiesSold>16867</amountOfSecuritiesSold>
      <grossProceeds>24426.00</grossProceeds>
    </securitiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Lake Street Solar, LLC</name>
        <address>
          <com:street1>315 Lake St E, Ste 301,</com:street1>
          <com:city>Wayzata</com:city>
          <com:stateOrCountry>MN</com:stateOrCountry>
          <com:zipCode>55391</com:zipCode>
        </address>
      </sellerDetails>
      <securitiesClassTitle>Class A</securitiesClassTitle>
      <saleDate>06/13/2023</saleDate>
      <amountOfSecuritiesSold>11016</amountOfSecuritiesSold>
      <grossProceeds>16102.33</grossProceeds>
    </securitiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Lake Street Solar, LLC</name>
        <address>
          <com:street1>315 Lake St E, Ste 301</com:street1>
          <com:city>Wayzata</com:city>
          <com:stateOrCountry>MN</com:stateOrCountry>
          <com:zipCode>55391</com:zipCode>
        </address>
      </sellerDetails>
      <securitiesClassTitle>Class A</securitiesClassTitle>
      <saleDate>06/14/2023</saleDate>
      <amountOfSecuritiesSold>5306</amountOfSecuritiesSold>
      <grossProceeds>7509.42</grossProceeds>
    </securitiesSoldInPast3Months>
    <noticeSignature>
      <noticeDate>06/15/2023</noticeDate>
      <signature>Corey Campbell</signature>
    </noticeSignature>
  </formData>
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