Exchange Online Hybrid Wizard Certificate Requirements

This will be a rather short blog post.
With a lot of my clients connecting to cloud services I get to work with Hybrid configurations quite a bit. Typically setting up ADFS, Azure AD Connect and running the Exchange Hybrid wizard (if we are going to Exchange Online) are all relatively quick and generally the easiest part about the migration. It wasn’t always so.
So this particular blog article has to do with the Exchange Hybrid wizard and for the first time in a while I hit weird roadblock that stopped the Hybrid Wizard in its place. Now, the fix is very easy to put in place, but as you will read later, we will learn that the wizard looks for certain criteria from the certificate when it runs.
The error we received was that there was a valid certificate for the wizard to use. So, we checked the certificates installed on Exchange by running Get-ExchangeCertificate:
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Moving Public Folders to Office 365 – Issue 2

I simply cannot wait until Public Folders are gone. Increasingly over the years my customers have abandoned them for greener pastures. Yet, I still run into the occasional customer that has Public Folders and insists on moving them to Office 365. Moving folders to Office 365 is almost exactly the same as moving Public Folders to Exchange 2013 or 2016.
** Note ** This article refers to moving Legacy Public Folders which exist on Exchange Server 2010.
Recently I had a client that was existing in coexistence mode with Exchange 2010 and Exchange Online. The migration took a bit longer than planned with the migration of 1500 – 2000 mailboxes. At the end of the coexistence we needed to cutover Public Folder content to the cloud. We did this ONLY when ALL mailboxes were in Office 365. This is done to ensure no one loses access to the folders as an on premises mailbox cannot talk to Public Folders in Office 365.
The article to use when moving Public Folders to Office 365 is:
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Hybrid Maintenance and Upkeep

Thinking of migrating to Office 365? Already migrated to the cloud? Think that because you’ve moved or are moving that there will be no maintenance required for your cloud infrastructure? Well, it’s mostly true. There are things that you can do to keep your environment running smooth now and in the future.
What needs upgrading? Active Directory Federation Server, Active Directory Federation Server Proxy, Directory Synchronization, Exchange and PowerShell.
Federation Services

  • Active Directory Federation Server – version 2.0 was available for Windows 2008 R2. With Windows 2008 now entering its extended life phases, it is worth considering an upgrade from 2.0 to the 3.0 version included in Windows server 2013. This version is included in Windows 2012 R2 and should be done as a swing migration.
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