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autodiscover works fine for office 365 mailbox but not for on premise in hybrid exchange

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Hi everyone,

I have a hybrid exchange test environment and everything appears to be working except Autodiscover for on-premise mailboxes.

My domain is vitaluk.com

My on-premise server is hermes.vitaluk.com and is externally accessible asexchange.piasuk.com

Users email: firstname.surname@piasuk.com

I have an SSL certificate for exchange.pias.com as this was necessary for Office 365. 

Autodiscover in outlook for Office 365 based mailboxes works totally fine.

The trouble is have is when I run outlook 2007 setup for a mailbox located on my on-premise exchange server.

I get the following error:

Security Alert: hermes.vitaluk.com

The name on the security certificate is invalid or does not match the name of the site

When I check the certificate I can see that it's for exchange.piasuk.com  This is the external certificate for my mailserver.

Trouble is, the client I'm trying to set up is inside the office, so internal autodiscover really needs to work for hermes.vitaluk.com

Is there anything I can do to have autodiscover work for on-premise user mailboxes?


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