Migrating Mailbox to Cloud Fails in Hybrid Exchange Deployment

If you attempt to migrate an on-prem mailbox to Exchange Online using the Office 365 portal and it fails, there are several steps to take to correct the issue. This article assumes you have DirSync installed and are using it to sync your passwords.

Start by checking that the user has an Exchange license in Office 365 by using the portal. Lack of an Exchange Online license may cause migration failures.

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To check, go to the Admin page in the Office 365 portal

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Find and select the user

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On the user profile page, go to licences and select the location and both the Exchange Online and SharePoint Online licenses, save

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This may solve the problem. Wait a minute or so and attempt to migrate the mailbox again. If it doesn’t work, move on to the next steps below which are more complicated.

Migrate mailbox from on-prem Exchange to Office 365 with powershell 

First step is to download and install Windows Azure Active Directory Module for Windows PowerShell. Once installed, start the PowerShell module on a domain joined machine.

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To connect to a session, cut and paste these following PowerShell commands all at once, hit enter when needed to execute. The first two prompts require Office 365/Azure global admin credentials, in full email or “domain\username” form. The last prompt requires local admin credentials in full email or “domain\username” form.

Import-Module MSOnline
$LiveCred = Get-Credential
$Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://ps.outlook.com/powershell/ -Credential $LiveCred -Authentication Basic -AllowRedirection
Import-PSSession $Session