Hi @Acloudguy ,
The general steps on how to migrate from Hybrid Exchange 2016 to 2019 are as follows:
- Update Exchange 2016 at least to CU 11 which supported coexist with Exchange 2019. Supported coexistence scenarios for Exchange 2019
- Setup Service Connection Point (SCP)
- Import SSL Certificate
- Update Virtual Directories and OWA
- Update DNS and Send Connectors
- Move Mailboxes (If Required)
- Decommission Exchange Server 2016
- Run Hybrid Configuration Wizard (HCW) Hybrid Configuration wizard
More detailed steps you can refer to: How to Upgrade Exchange Hybrid Server 2016 to 2019?
Please Note: Since the web site is not hosted by Microsoft, the link may change without notice. Microsoft does not guarantee the accuracy of this information.
Meanwhile here is a similar thread for your reference: Migrate Hybrid Exchange from 2016 to 2019 - Microsoft Q&A
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