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    Sometimes a newly added domain in Microsoft EOP will not let you enable DKIM from the web user interface. The only workaround I know of is to prepare the domain using PowerShell.

    To connect a PS session to O365, I use the following script, ripped straight from Microsoft’s documentation:

     

    $UserCredential = Get-Credential

    $Session = New-PSSession -ConfigurationName Microsoft.Exchange -ConnectionUri https://outlook.office365.com/powershell-liveid/ -Credential $UserCredential -Authentication Basic -AllowRedirection

    Import-PSSession $Session -DisableNameChecking

    After waiting for an eternity for the necessary stuff to load, run the following command – and wait another eternity for it to finish:

    New-DkimSigningConfig -DomainName “yourdomain.com” -Enabled $true

    selector1._domainkey.yourdomain.com. CNAME selector1-###._domainkey.###.onmicrosoft.com selector2._domainkey.yourdomain.com. CNAME selector1-###._domainkey.###.onmicrosoft.com

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