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Planning a mail transfer effectively requires certain extra factors outside of the usual technical ones. Many people focus on the fact that there are built-in tools for migration and that everything can be done with a few clicks and you'll be in the cloud in no time. Unfortunately, it's not quite that easy. Even if your whole environment is on the cloud or can be simply transferred, like an exchange, you still need to take into account your present setup. How big are the mail files? How many users? Microsoft does provide plans that allow for limitless email archiving, however all of the plans presently have a 50G main mailbox capacity restriction. This is a significant issue if you want to migrate your IMAP server, but we'll cover it in more depth later. When calculating the number of users, take into account their calendar usage, contact usage, etc. because none of that data will transfer on its own unless you have an on-premise exchange server. Imap does not integrate a calendar or facilitate contact conversion. There are methods to acquire it, but if you have more than 30 users and don't host Exchange on-premises, count on not having it overall. Finally, think about whether you currently have an on-premise AD Domain and want to keep it up to date. Even while most IT professionals would prefer to have it in-house, your office 365 subscription includes Azure AD, which offers a lot of the same features (you must enable it). website: Shoviv | Backup Imap Emails | Gmail Backup | MBOX Converter | EML to pst Converter | MBOX to Office 365 Migration tool | EML to Office 365 Migration tool If your business is in the financial sector, you may need to think about file storage and other regulatory issues, but all of these issues can be solved for a reasonable price. You might want to run a hybrid environment where some things are on-premises and others are in the cloud (most large businesses will do this). That is perfectly OK, but it would take more forethought than what is provided in this article. Okay, so you've identified what you already own. Knowing that ought to meet 90% of the needs for planning for 90% of the population. We'll discuss how to avoid some of the pitfalls I hinted at previously. Since none of them is more crucial than the others yet they all need to be simple to discover, I'll divide them down into bullet points. Email files larger than 50G -this problem can usually be solved with little to no effort. As Gmail uses a different email storage and indexing approach, we frequently see this when a user transfers over from Gmail. The issue is that it doesn't really transfer to an IMAP-compliant infrastructure, and when converted to a size that is around three times what is necessary, it creates your mailbox. Other email systems have their own peculiarities, so let's start by advising you to start the migration with whatever tool you're using. However, if you simply save the mailbox from Outlook (I'm assuming you don't just use a web browser) to a pst file, it will reorganize the data file back down to a reasonable level. By enabling online archiving, you may add extra space if necessary. The storage amounts for the various plans vary, but the archiving space for the corporate plans is limitless. Users: First of all, if you have less than 20 users, migrating them as a PST file rather than via IMAP or even Exchange will almost certainly be quicker. The process of saving an email file as a post (from the top level), creating a new profile for your office 365 mailbox, and importing the pst takes a few minutes for each workstation that includes an email. When you do this, background synchronization starts. Your mail will be shrunk while it is processing, but you may still use it. 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