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SBS2011 exchange migration to office 365

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I've been tasked with migrating my SBS2011 exchange server to Office 365. Since this is my first migration to off premise. I was looking for any guides on how to accomplish this.

Here is my current layout

Server 1- Dell R720 - ESXi 5.5 essentials

VM 1 - SBS2011 utilizing AD, DNS, Exchange, WSUS, File Server and Sage 50.

VM 2 - vCenter appliance

VM 3 - UEB

VM 4 - Powerchute Network Shutdown

Server 2 - Dell PE1800 - Bare Metal Server 2008R2 - File Server, VPN, Backup archive target for UEB to external USB 3.0 ioSafe 4TB drive.

I plan on moving our VPN to our Meraki security appliance. Sage 50 is being replaced by netsuite and moving to the cloud but won't be migrated until well after. I'm trying to figure if I should migrate all the SBS roles first to individual VM's or migrate exchange to office365 first then migrate all the other roles to...


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