Outlook Anywhere

Question

We have two Exchange 2019 Hybrid Servers. Using ADSync. User mailboxes in exchange online. Two on-prem mailboxes for archiving. In the process of enabling extended protection. We do not use Outlook Anywhere. By default SSL Offloading on Outlook Anywhere is set to True. I ran the following command on one of the servers: Set-OutlookAnywhere -Identity "SERVER01\Rpc (Default Web Site)" -SSLOffloading $false

and received the following:

The Outlook Anywhere feature must be configured with SSLOffloading set to true if internal or external clients do not

require SSL.  If SSLOffloading is set to $false, the RPC/HTTP vDir will only accept SSL connections.

+ CategoryInfo          : InvalidArgument: (SERVER01\Rpc (Default Web Site):ADObjectId) [Set-OutlookAnywhere], ArgumentException

The command Get-OutlookAnywhere -Identity "SERVER01\Rpc (Default Web Site)" shows SSL Offloading as True:

ServerName            : SERVER01

SSLOffloading         : True

ExternalHostname    :

InternalHostname    : SERVER01.DOMAIN.DOM

Why am I getting the error? Thank you for your help.

Answer 1

I get the same error when run

Set-Outlook Anywhere -Identity "SERVER01\Rpc (Default Web Site)" -SSLOffloading $false

But we could use EAC, go to Servers, select the name of the Client Access server in the list, and then click Edit. In the Exchange Server window, click Outlook Anywhere, unclick the Allow SSL offloading option, and then click Save.

Then check this via get-outlookanywhere, it works as expected.