I have a customer with an existing SBS 2008 server in production that will be merging with a company running an SBS 2011 server ...also in production.
We originally planned to manually move all of the SBS 2008 Exchange data to the SBS 2011 server via PSTs, and recreate all the user accounts manually on the SBS 2011 server, since there's no way to do a true migration with the SBS 2011 box already in production. We'd then just scrap or repurpose the SBS 2008 box with a standard flavor of Windows OS.
The messy part, as we see it, will be the calendaring issues that come along with PSTs. I do not know of a way, in this scenario, to avoid the problem with all calendar entries getting appended with "copy" and losing the "originator" info. The calendar entries are pretty important to the SBS 2008 company since they rely on them for several deadlines several months in advance, with several employees tied to them. It will be a PIA to have to manually recreate the entries and re-invite all of the staff. It's like hundreds to thousands of entries.
So... does anyone know of a tool or something that can get around this?
Otherwise, we considered moving both companies to Office 365 mail and using the migration tool that Microsoft provides for Exchange Online... which, we think will work to avoid the calendar issues, but will essentially force them to kill the services on a working Exchange 2010 server (running on the SBS 2011 server). Or... just move both companies over to a single Server 2012 Essentials server.
Any words of wisdom?