One of my projects at work - the biggest, and certainly the most visible - is migrating our email to Office 365. As part of our divestiture from our former parent company, we're migrating off an on-premise solution to the Microsoft cloud.
I won't give any details peculiar to our migration, but I'll highlight some of the talking points that have come up during migration.
It is not hard, it is not easy, but it is detailed. Especially for a large, multi-segmented enterprise, an existing on-premise environment will be very complex. Examples include if you have multiple SMTP domains, shared mailboxes or resource folders, and multiple forests or domains.
Third-party solutions require careful examination. If you have an email archiving solution, you'll want to know how to migrate those archives to the cloud; typically this is not something Microsoft will do for you. If you have an e-discovery solution, you'll want a full understanding of how that ties in to Office 365.
There are a lot of new features in Office 365, compared to most on-premise configurations. For example a huge mailbox, and OneDrive for Business. However, these new features require new governance and guidance for users. Larger mailboxes mean larger profile caches. What will your users put on their OneDrives, and how will you control sharing?
Our migration is moving forward, and I hope to have more notes on the enterprise experience next month.
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