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      <issuerName>Oak Street Health, Inc.</issuerName>
      <secFileNumber>001-39427</secFileNumber>
      <issuerAddress>
        <com:street1>30 W. MONROE ST., STE. 1200</com:street1>
        <com:city>CHICAGO</com:city>
        <com:stateOrCountry>IL</com:stateOrCountry>
        <com:zipCode>60603</com:zipCode>
      </issuerAddress>
      <issuerContactPhone>312-773-3374</issuerContactPhone>
      <nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>GUENTHNER ROBERT</nameOfPersonForWhoseAccountTheSecuritiesAreToBeSold>
      <relationshipsToIssuer>
        <relationshipToIssuer>Officer</relationshipToIssuer>
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    <securitiesInformation>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <brokerOrMarketmakerDetails>
        <name>Fidelity Brokerage Services LLC</name>
        <address>
          <com:street1>900 Salem Street</com:street1>
          <com:city>Smithfield</com:city>
          <com:stateOrCountry>RI</com:stateOrCountry>
          <com:zipCode>02917</com:zipCode>
        </address>
      </brokerOrMarketmakerDetails>
      <noOfUnitsSold>3169</noOfUnitsSold>
      <aggregateMarketValue>123034.53</aggregateMarketValue>
      <noOfUnitsOutstanding>243999366</noOfUnitsOutstanding>
      <approxSaleDate>04/10/2023</approxSaleDate>
      <securitiesExchangeName>NYSE</securitiesExchangeName>
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      <securitiesClassTitle>Common</securitiesClassTitle>
      <acquiredDate>03/13/2023</acquiredDate>
      <natureOfAcquisitionTransaction>Restricted Stock Vesting</natureOfAcquisitionTransaction>
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      <isGiftTransaction>N</isGiftTransaction>
      <amountOfSecuritiesAcquired>3169</amountOfSecuritiesAcquired>
      <paymentDate>03/13/2023</paymentDate>
      <natureOfPayment>Compensation</natureOfPayment>
    </securitiesToBeSold>
    <nothingToReportFlagOnSecuritiesSoldInPast3Months>N</nothingToReportFlagOnSecuritiesSoldInPast3Months>
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      <sellerDetails>
        <name>Louis Guenthner</name>
        <address>
          <com:street1>30 W. Monroe Street</com:street1>
          <com:street2>Suite 1200</com:street2>
          <com:city>Chicago</com:city>
          <com:stateOrCountry>IL</com:stateOrCountry>
          <com:zipCode>60603</com:zipCode>
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      <securitiesClassTitle>Common</securitiesClassTitle>
      <saleDate>01/12/2023</saleDate>
      <amountOfSecuritiesSold>8250</amountOfSecuritiesSold>
      <grossProceeds>246477.27</grossProceeds>
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    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Louis Guenthner</name>
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          <com:stateOrCountry>IL</com:stateOrCountry>
          <com:zipCode>60603</com:zipCode>
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      </sellerDetails>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <saleDate>01/26/2023</saleDate>
      <amountOfSecuritiesSold>8250</amountOfSecuritiesSold>
      <grossProceeds>233945.15</grossProceeds>
    </securitiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Louis Guenthner</name>
        <address>
          <com:street1>30 W. Monroe Street</com:street1>
          <com:street2>Suite 1200</com:street2>
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          <com:stateOrCountry>IL</com:stateOrCountry>
          <com:zipCode>60603</com:zipCode>
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      </sellerDetails>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <saleDate>02/02/2023</saleDate>
      <amountOfSecuritiesSold>592</amountOfSecuritiesSold>
      <grossProceeds>16864.30</grossProceeds>
    </securitiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Louis Guenthner</name>
        <address>
          <com:street1>30 W. Monroe Street</com:street1>
          <com:street2>Suite 1200</com:street2>
          <com:city>Chicago</com:city>
          <com:stateOrCountry>IL</com:stateOrCountry>
          <com:zipCode>60603</com:zipCode>
        </address>
      </sellerDetails>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <saleDate>02/09/2023</saleDate>
      <amountOfSecuritiesSold>8250</amountOfSecuritiesSold>
      <grossProceeds>290887.21</grossProceeds>
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    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Louis Guenthner</name>
        <address>
          <com:street1>30 W. Monroe Street</com:street1>
          <com:street2>Suite 1200</com:street2>
          <com:city>Chicago</com:city>
          <com:stateOrCountry>IL</com:stateOrCountry>
          <com:zipCode>60603</com:zipCode>
        </address>
      </sellerDetails>
      <securitiesClassTitle>Common</securitiesClassTitle>
      <saleDate>02/23/2023</saleDate>
      <amountOfSecuritiesSold>10768</amountOfSecuritiesSold>
      <grossProceeds>381932.39</grossProceeds>
    </securitiesSoldInPast3Months>
    <securitiesSoldInPast3Months>
      <sellerDetails>
        <name>Louis Guenthner</name>
        <address>
          <com:street1>30 W. Monroe Street</com:street1>
          <com:street2>Suite 1200</com:street2>
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          <com:stateOrCountry>IL</com:stateOrCountry>
          <com:zipCode>60603</com:zipCode>
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      <grossProceeds>292277.72</grossProceeds>
    </securitiesSoldInPast3Months>
    <remarks>Robert Guenthner and Louis Guenthner are one and the same person.</remarks>
    <noticeSignature>
      <noticeDate>04/10/2023</noticeDate>
      <signature>/s/ Gary Redman, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Louis R. Guenthner III</signature>
    </noticeSignature>
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144
0001793328
XXXXXXXX
LIVE
0001564406
Oak Street Health, Inc.
001-39427
30 W. MONROE ST., STE. 1200
CHICAGO
IL
60603
312-773-3374
GUENTHNER ROBERT
Officer
Common
Fidelity Brokerage Services LLC
900 Salem Street
Smithfield
RI
02917
3169
123034.53
243999366
04/10/2023
NYSE
Common
03/13/2023
Restricted Stock Vesting
Issuer
N
3169
03/13/2023
Compensation
N
Louis Guenthner
30 W. Monroe Street
Suite 1200
Chicago
IL
60603
Common
01/12/2023
8250
246477.27
Louis Guenthner
30 W. Monroe Street
Suite 1200
Chicago
IL
60603
Common
01/26/2023
8250
233945.15
Louis Guenthner
30 W. Monroe Street
Suite 1200
Chicago
IL
60603
Common
02/02/2023
592
16864.30
Louis Guenthner
30 W. Monroe Street
Suite 1200
Chicago
IL
60603
Common
02/09/2023
8250
290887.21
Louis Guenthner
30 W. Monroe Street
Suite 1200
Chicago
IL
60603
Common
02/23/2023
10768
381932.39
Louis Guenthner
30 W. Monroe Street
Suite 1200
Chicago
IL
60603
Common
03/09/2023
8250
292277.72
Robert Guenthner and Louis Guenthner are one and the same person.
04/10/2023
/s/ Gary Redman, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Louis R. Guenthner III