I've read this article, the "roadmap" article, and the "upgrading" article multiple times and I want to make sure that I understand what I've read:
1. Historically, extended support has included security patches; however, this is no longer the case. As of October 14, 2025 - MS will only provide case-based tech support to legacy Exchange after this date. Is this correct? (In my company, this means that the software either needs to be upgraded or removed)
2. If I recall correctly, when an Exchange server is Hybrid, CU/HUs must be installed 30 after their release to be supported by MS. So...if the RTM version of SE is released in August, this means that existing hybrid servers must be upgraded by September. Then when the HU is released "in late 2025", we have 30 days to upgrade - which also blocks co-existence with previous version. Because all of my on-prem servers are hybrid, they all have to be decommissioned by that time (or sooner because of no new security patches).
3. For those of us who are running E2019 on its original hardware & have been planning on the extended support period to work the upgrade process as we have with every previous version of Exchange (budgeting, building, jet stress testing, migration, etc.) we will have ~3 months to install, migrate, and decommission existing servers by the October 14th date because there is no way that my security leadership will allow an application to exist on the network where the vendor isn't maintaining its security. I'm curious if others have concluded that this will be their timeline as well.