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Office 365

Migrating to Office 365 requires planning and a pretty good knowledge of the environment you are going to migrate to. This will help you decide on the type of migration you need, for example, cut-over versus staged or hybrid migration. To help with this, you can use the Exchange Server Deployment Assistant at https://technet.microsoft.com/en-us/office/dn756393.aspx.

The aforementioned migration choices can be explained as follows:

  • Cut-over: This is a one shot and you're done technique regarding moving all your data to Office 365. I would suggest you use the Assistant because there are limits as to how many mailboxes can be moved.
  • Staged: This is a batch version of cut-over, where you move all your data in stages. This is a more managed approach to migrating.
  • Hybrid: This option extends an on-premise server, and can be a permanent state or temporary. This option requires Azure AD Connect sync with an on-premise AD.

You will want to use multi-factor authentication, DLP anti-spam, encryption, and rights management, especially in the healthcare or financial arena. Migrations do not handle server-side public folders, archive data, or emails larger than 25 MB, nor client-side PST or local settings. This can make things tricky, especially in hybrid scenarios.

Migration uses a lot of bandwidth, to ensure that you have the right circuit assigned or pick a time off hours. Also, deleted emails, by default, are saved for 14 days. You can increase this to 30 days by changing the Messaging Recording Management policy.

Looking at the solutions such as Dynamics and SharePoint, it is important to know that on-premise is most likely a version behind the cloud version and that most on-premise solutions work in Azure, but you must remember to test them.

SharePoint Farm level solutions are not supported in SharePoint online, so if your on-premise environment uses them, then you will need to rewrite them.
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