BEGIN:VCALENDAR VERSION:2.0 PRODID:-//IT Partner LLC//Microsoft deadlines//EN CALSCALE:GREGORIAN METHOD:PUBLISH X-WR-CALNAME:Microsoft deadlines — IT Partner X-WR-CALDESC:End-of-support\, retirement and compliance dates for Microsoft 365\, Windows Server\, SQL Server\, Exchange and Azure. BEGIN:VEVENT UID:entra-connect-sync-minimum-version@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20260930 DTEND;VALUE=DATE:20261001 SUMMARY:Entra Connect Sync minimum version enforced DESCRIPTION:A back-end hardening change means all synchronisation services in Microsoft Entra Connect Sync stop working unless the server is on at le ast version 2.5.79.0.\n\nOptions: Upgrade Entra Connect Sync now\, prefera bly to the current release (2.6.84.0) rather than the bare minimum\, or mo ve to Entra Cloud Sync.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:ews-blocked-in-exchange-online@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20261001 DTEND;VALUE=DATE:20261002 SUMMARY:EWS requests start being blocked in Exchange Online DESCRIPTION:Microsoft begins blocking Exchange Web Services requests to Exc hange Online\; tenants that did not opt in keep EWS disabled by default an d only apps on the EWSAllowedAppIDs allow list can still connect.\n\nOptio ns: Move applications to Microsoft Graph\, or set EWSEnabled to True with an EWSAllowedAppIDs allow list as a short bridge while the migration finis hes.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:office-ltsc-2021-end-of-support@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20261013 DTEND;VALUE=DATE:20261014 SUMMARY:Office LTSC 2021 and Office 2021 end of support DESCRIPTION:Office LTSC 2021\, Office 2021\, Visio LTSC 2021 and Project LT SC 2021 stop receiving security updates\, bug fixes and technical support\ ; there is no extended support phase and no ESU programme.\n\nOptions: Mov e to Microsoft 365 Apps\, or to Office LTSC 2024 where a perpetual\, devic e-based build is still required.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:windows-10-enterprise-ltsb-2016-end-of-support@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20261013 DTEND;VALUE=DATE:20261014 SUMMARY:Windows 10 Enterprise LTSB/LTSC 2016 end of support DESCRIPTION:Windows 10 Enterprise 2016 LTSB reaches the end of its ten-year support window and stops receiving security updates.\n\nOptions: Move to Windows 11 Enterprise LTSC 2024\, or to Windows 10 Enterprise LTSC 2021 as a shorter bridge (itself ending 12 January 2027)\; Microsoft has signalle d ESU coverage for the retiring LTSB/LTSC releases.\n\nhttps://o365hq.com/ deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:windows-11-24h2-home-pro-end-of-servicing@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20261013 DTEND;VALUE=DATE:20261014 SUMMARY:Windows 11 version 24H2 Home and Pro end of servicing DESCRIPTION:Windows 11 version 24H2 stops receiving monthly security update s on Home\, Pro\, Pro Education and Pro for Workstations editions after 24 months of servicing.\n\nOptions: Install the 25H2 (or later) feature upda te\, which is an enablement package on 24H2 and takes minutes\; Enterprise \, Education and IoT Enterprise editions of 24H2 get 36 months and run lon ger.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:windows-server-2012-r2-esu-end@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20261013 DTEND;VALUE=DATE:20261014 SUMMARY:Windows Server 2012 / 2012 R2 Extended Security Updates end DESCRIPTION:The third and final year of Extended Security Updates for Windo ws Server 2012 and 2012 R2 ends\; no further security updates will be prod uced at any price\, including for VMs running in Azure.\n\nOptions: Upgrad e in place to a supported Windows Server release\, rebuild on Windows Serv er 2022/2025\, or move the workload to Azure PaaS\; there is no fourth ESU year.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:windows-server-2022-mainstream-support-end@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20261013 DTEND;VALUE=DATE:20261014 SUMMARY:Windows Server 2022 mainstream support ends DESCRIPTION:Windows Server 2022 leaves mainstream support and enters five y ears of extended support\, where it still gets monthly security updates at no extra cost but no new features and no non-security fixes.\n\nOptions: Nothing urgent is required\, since extended support runs to 14 October 203 1\; plan the move to Windows Server 2025 into the normal refresh cycle.\n\ nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:dotnet-8-and-9-end-of-support@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20261110 DTEND;VALUE=DATE:20261111 SUMMARY:.NET 8 and .NET 9 end of support DESCRIPTION:.NET 8 (LTS\, 36 months from November 2023) and .NET 9 (STS) bo th reach end of support\; no further servicing updates\, security fixes or technical support are shipped.\n\nOptions: Upgrade to .NET 10\, which shi pped in November 2025 as the current LTS release and is supported through November 2028.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:windows-11-23h2-enterprise-end-of-servicing@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20261110 DTEND;VALUE=DATE:20261111 SUMMARY:Windows 11 version 23H2 Enterprise and Education end of servicing DESCRIPTION:Windows 11 version 23H2 stops receiving monthly security update s on Enterprise\, Education\, Enterprise multi-session and IoT Enterprise editions after 36 months.\n\nOptions: Move to Windows 11 25H2 (or 24H2 as a staging step)\; Home and Pro editions of 23H2 already ended servicing in November 2025.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:smtp-auth-basic-disabled-by-default@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20261231 DTEND;VALUE=DATE:20270101 SUMMARY:SMTP AUTH basic authentication disabled by default in Exchange Onli ne DESCRIPTION:At the end of December 2026 Microsoft turns off SMTP AUTH clien t submission with basic authentication by default for existing tenants\; a dministrators can still re-enable it\, and tenants created after that poin t do not get it at all.\n\nOptions: Move devices and apps to OAuth-based S MTP AUTH\, to a high-volume email or direct-send path\, or to an SMTP rela y appliance\; re-enabling basic auth per tenant is a temporary measure onl y.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:cppa-admt-compliance-date@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20270101 DTEND;VALUE=DATE:20270102 SUMMARY:CPPA automated decision-making technology rules apply DESCRIPTION:Businesses using automated decision-making technology to make s ignificant decisions about consumers must give pre-use notice\, offer an o pt-out unless an exemption applies\, and honour access requests explaining how the decision was made.\n\nOptions: Inventory ADMT uses\, publish pre- use notices\, build the opt-out and access workflows\, and document whethe r a human-appeal exemption applies.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:windows-server-2016-end-of-support@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20270112 DTEND;VALUE=DATE:20270113 SUMMARY:Windows Server 2016 end of extended support DESCRIPTION:Windows Server 2016 reaches the end of its ten-year lifecycle a nd stops receiving security updates and technical support\; servers keep r unning but are unpatched.\n\nOptions: Upgrade to Windows Server 2025 (via 2019/2022 if a double hop is needed)\, rebuild on new hardware\, move work loads to Azure\, or buy up to three years of Extended Security Updates.\n\ nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:azure-compute-reservation-exchange-change@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20270201 DTEND;VALUE=DATE:20270202 SUMMARY:Azure compute reservation exchanges end for new purchases DESCRIPTION:Compute reservations purchased on or after this date\, for serv ices covered by Azure savings plans\, can no longer be exchanged\; reserva tions purchased before it keep the right to one final exchange.\n\nOptions : Use the one final exchange on pre-cutoff reservations\, plan future comm itments with Azure savings plans (which flex across eligible compute but c annot be cancelled or exchanged)\, or rely on cancellations within the USD 50\,000 rolling 12-month cap per billing scope.\n\nhttps://o365hq.com/dea dlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:entra-sms-voice-mfa-retirement@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20270201 DTEND;VALUE=DATE:20270202 SUMMARY:Microsoft-provided SMS and voice MFA retired in Entra ID DESCRIPTION:Microsoft stops sending its own SMS and voice-call MFA messages \; tenants relying only on those methods will see sign-in failures.\n\nOpt ions: Move users to passkeys\, Microsoft Authenticator or certificate-base d authentication\, or contract a telecom provider through the Microsoft Se curity Store to keep telephony methods.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:teams-live-events-existing-events-end@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20270228 DTEND;VALUE=DATE:20270301 SUMMARY:Existing Teams live events stop working DESCRIPTION:Live events created before the June 2026 retirement stop being supported\, ending the last path for scheduled Teams live events.\n\nOptio ns: Re-create the sessions as Teams town halls or webinars and download an y recordings and attendance data before the date.\n\nhttps://o365hq.com/de adlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:ews-permanent-removal-exchange-online@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20270401 DTEND;VALUE=DATE:20270402 SUMMARY:EWS permanently removed from Exchange Online DESCRIPTION:Exchange Web Services access to Exchange Online is permanently removed and administrators can no longer re-enable it for any application. \n\nOptions: Complete the migration of every remaining integration to Micr osoft Graph before this date\; there is no extension mechanism afterwards. \n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:nydfs-annual-certification-2027@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20270415 DTEND;VALUE=DATE:20270416 SUMMARY:NYDFS Part 500 annual compliance certification due DESCRIPTION:Covered entities must electronically file either a certificatio n of material compliance or an acknowledgement of non-compliance with a re mediation plan for calendar year 2026\, signed by the highest-ranking exec utive and the CISO.\n\nOptions: File the certification with supporting evi dence\, or file the acknowledgement with a documented remediation timeline \; the deadline repeats every 15 April.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:sql-server-2014-esu-end@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20270708 DTEND;VALUE=DATE:20270709 SUMMARY:SQL Server 2014 Extended Security Updates end DESCRIPTION:The final year of Extended Security Updates for SQL Server 2014 ends\; no further security updates are produced.\n\nOptions: Upgrade to S QL Server 2022 or 2025\, or migrate to Azure SQL Managed Instance or Azure SQL Database\, where the workload stays supported without ESU.\n\nhttps:/ /o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:sql-server-2017-end-of-support@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20271012 DTEND;VALUE=DATE:20271013 SUMMARY:SQL Server 2017 end of extended support DESCRIPTION:SQL Server 2017 reaches the end of extended support and stops r eceiving security updates outside the ESU programme.\n\nOptions: Upgrade t o SQL Server 2022 or 2025\, migrate to Azure SQL Managed Instance or Azure SQL Database (free ESU while migrating)\, or buy up to three years of ESU through Azure Arc\, Azure VMs or volume licensing.\n\nhttps://o365hq.com/ deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:windows-10-esu-year-2-end@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20271012 DTEND;VALUE=DATE:20271013 SUMMARY:Windows 10 ESU year 2 ends (consumer and commercial) DESCRIPTION:The second year of Windows 10 Extended Security Updates ends. T his is also the end of the consumer ESU programme\, which Microsoft quietl y extended by a year in June 2026.\n\nOptions: Consumers must be on Window s 11 or new hardware by this date\, since there is no consumer year 3\; co mmercial customers can buy a third and final ESU year running to 10 Octobe r 2028.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:cppa-risk-assessment-submission-and-first-audit@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20280401 DTEND;VALUE=DATE:20280402 SUMMARY:CPPA risk assessment submissions and first cybersecurity audit cert ifications due DESCRIPTION:Businesses must submit information on risk assessments conducte d during 2026 and 2027 to the CPPA\, and the largest businesses must file their first cybersecurity audit certification.\n\nOptions: Start risk asse ssments now (required for new processing from 1 January 2026\, with pre-20 26 activities documented by 31 December 2027) and scope an independent cyb ersecurity audit\; smaller businesses certify on 1 April 2029 (USD 50-100 million revenue) and 1 April 2030 (under USD 50 million).\n\nhttps://o365h q.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:windows-10-commercial-esu-final-year-end@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20281010 DTEND;VALUE=DATE:20281011 SUMMARY:Windows 10 commercial ESU year 3 ends DESCRIPTION:The third and final year of paid Windows 10 Extended Security U pdates ends\; no further Windows 10 security updates are produced.\n\nOpti ons: Complete the Windows 11 migration\, replace non-compliant hardware\, or move users to Windows 365 or Azure Virtual Desktop\, where Windows 10 E SU is included but also ends here.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:windows-server-2019-end-of-support@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20290109 DTEND;VALUE=DATE:20290110 SUMMARY:Windows Server 2019 end of extended support DESCRIPTION:Windows Server 2019 reaches the end of extended support and sto ps receiving security updates and technical support.\n\nOptions: Upgrade t o Windows Server 2025\, rebuild on current hardware\, move the workload to Azure\, or buy up to three years of Extended Security Updates.\n\nhttps:/ /o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:sql-server-2016-esu-end@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20290717 DTEND;VALUE=DATE:20290718 SUMMARY:SQL Server 2016 Extended Security Updates end DESCRIPTION:The three-year Extended Security Updates window for SQL Server 2016 closes and no further critical security updates are produced.\n\nOpti ons: Complete the upgrade to SQL Server 2022/2025 or the migration to Azur e SQL Managed Instance or Azure SQL Database before the ESU window closes. \n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:dynamics-gp-end-of-support@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20291231 DTEND;VALUE=DATE:20300101 SUMMARY:Dynamics GP end of support DESCRIPTION:Microsoft ends product enhancements\, regulatory and tax update s\, and technical support for Dynamics GP\; security patches\, if needed\, continue until 30 April 2031.\n\nOptions: Migrate to Dynamics 365 Busines s Central or another ERP\; the security-patch tail to April 2031 is a runw ay\, not a supported state.\n\nhttps://o365hq.com/deadlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT BEGIN:VEVENT UID:sql-server-2019-end-of-support@o365hq.com DTSTAMP:20260906T223500Z DTSTART;VALUE=DATE:20300108 DTEND;VALUE=DATE:20300109 SUMMARY:SQL Server 2019 end of extended support DESCRIPTION:SQL Server 2019 reaches the end of extended support and stops r eceiving security updates outside an ESU programme.\n\nOptions: Upgrade to a supported SQL Server release or migrate to Azure SQL\; ESU has historic ally been offered for up to three further years.\n\nhttps://o365hq.com/dea dlines URL:https://o365hq.com/deadlines TRANSP:TRANSPARENT END:VEVENT END:VCALENDAR