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Exchange 2010 to office 365 cutover migration

Hi all,

We have an outsourced IT company helping us with something outside the scope of the Office 365 migration and they are pushing us (or really my boss) to give them that business as well. I think its something that is relatively easy (having experience doing a migration from 2003 to 2010) and want to keep them out of it, but they are claiming that people have all kinds of issues with this and its really difficult, you need people with expertise, ect ect.

Long story, but can anyone tell me some of things you might run into with a cutover migration. Just to give me some ammo with these guys.

Thanks in advance.
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Thanks guys, I appreciate the advise. I think its going to be pretty easy.

http://help.outlook.com/en-us/140/Ff628719.aspx

This is what I have been looking @ and it looks quite simple as long as you don't run into problems ;) and then you have Office 365 Support.

This is quite a small environment with only about 120 mailboxes. 350GB of data...
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It actually looks simpler then the 2003 to 2010 migration to me.
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Once thing that I haven't seen any info on is migrating mail enabled contacts.

Anyone have any info on that?
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ASKER

OK so the migration is simple, its the SSO thats the hard part right?

What's the difference between Dirsync and ADFS?

Which is better?
Cutover migration will migrate everything that is visible in the GAL, including contacts.

As for dirsync (I am assuming you are interested in password sync) and/or AD FS, review this article:

http://blogs.office.com/b/office365tech/archive/2013/07/26/password-hash-sync-simplifies-user-management-for-office-365.aspx

You cannot have dirsync running when performing cutover migration, you will have to enable it after the migration is over. For 120 users AD FS is probably an overkill, but if you need any of the functionality it offers, go for it.
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Thanks so much guys,
So not being able to have DirSync run / installed until after your migration is complete, what is the best way to deal with users logging in?

I think it sucks to give out temporary password to 100 users with a link to 365, have them login, then change their password (to match their AD).. That's just a lot of room for error on the user end..
Would anybody have a fresh link for this http://help.outlook.com/en-us/140/Ff628719.aspx

it seems to have been moved!

Many Thanks