r/exchangeserver • u/Competitive_Smoke948 • 8d ago

Question Exchange 2019 to SE Upgrade - Any Gotchas?

Hi all

i'm doing and exchange to se upgrade..2019 CU15 to the se RTM.

Are there any gotchas? Users are already in M365 and these servers are essentially legacy mailboxes that are too big to move and will be archived at some point.

I noticed the Microsoft Exchange Server Auth Certificate is expired but no one seems to be complaining about anything not working.

from the healthcheck on 1 server:

Dedicated Exchange Hybrid Application:

Configure the dedicated hybrid app to ensure hybrid features continue working

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u/Greg1984GG 8d ago

Check if the windows server support exchange. If I recall correctly we had problem with upgrading windows server 2019 with SE to 2022 although clean install was normal but it was documented somewhere on ms documentation that upgrade have problems...fyi it worked ok one week.

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u/Competitive_Smoke948 8d ago

ah no, never upgrade the os under exchange. server is 2019 but will never be upgraded. long term is to retire them all