SBS 2011 standard migration to windows server 2016 essentials - Advice please
I've been tasked with upgrading a SBS 2011 Standard server with Windows Server 2016 Essentials on new hardware. At present, the client has 12 users, running the server as file storage and on-premise Exchange 2010. Customer does not use SharePoint. Customer would like to migrate to Exchange Online.
This customer is new to me so I don't have the benefit of the current server’s history or any past/potential problems that have or may occur.
I would like your advice on the best (least problematic) way forward. Do I:
1) Migrate on-premise exchange to Exchange Online. Once complete, disable on-premises exchange services. Leave for a week to ensure email is okay and client happy. Then either:
a) Create brand new domain using windows Server 2016 Essentials and join clients to new domain.
b) Migrate SBS 2011 Std to Windows Server 2016 Essentials
If I migrate, is there a chance of bringing problems over from the old server (if any exist)?
I welcome your thoughts/comments