Outlook For Mac Forget Autodiscover
If you changed your autodiscover.buildingexcellentschools.org to be a CNAME that points directly to autodiscover.outlook.com then this should prevent that popup from happening as *.outlook.com is part of the default Outlook whitelist.
EDIT 10/4/2007: Since this post has been published, we have updated the whitepaper to include this information. Please consult the whitepaper for most up-to-date information. In reviewing all of the certificate data out there, Jim and I noticed that the information is fragmented into smaller topics and widely distributed. We wanted to supplement previous blog posts on this topic ( and ) with an overview of how Exchange 2007 uses certificates and a walk-though of how a typical small company might think about this topic. Exchange is now using certificates for more than just web, POP3, or IMAP. In addition to securing web services, Exchange 2007 has also incorporated Transport Layer Security (TLS) for session based authentication and encryption.
If you have your contacts currently stored in Outlook for Mac and you wish to switch to another app — such as the macOS Contacts app — or use another app alongside Outlook, you don’t need to. Once the update rolls out to all users, Google Calendar and Contacts support will bring the Mac software up to parity with iOS and Android versions of Outlook for Google service users. In Outlook, click Help > Check For Updates. If an update is found, download and install it. Restart Outlook. If the problem continues, click Help > Contact Support. For information about the permission levels, see Options for sharing and delegating folders in Outlook 2016 for Mac. Remove a delegate On the Tools menu, click Accounts. Outlook for mac how to manage contacts.
TLS has been around for a while but the Exchange 2007 implementation is able to mutually authenticate with external transport servers, internal servers and Outlook 2007 clients. TLS as implemented in Exchange 2007 is an effective alternative to S/MIME and is much easier to administer.
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'Domain Security in Exchange 2007' is an excellent whitepaper on Exchange 2007 and TLS so we aren't going to reproduce it in this post, but we wanted to give mention to this new change and point everyone in a direction to read more on this topic. You can download it here: Since Exchange 2007 shipped, we in Support Services have been helping a lot of customers navigate the process of obtaining and installing certificates. The following scenario comprises the majority of our experiences: Tom works for a company, Contoso Inc. Let's also say that Tom just put a default install of Exchange 2007 on a server called SERVER01 which makes its internal FQDN SERVER01.contoso.local since he also implemented split DNS. Tom wants to make sure he takes all of the correct steps in order for his External Outlook Anywhere 2007 clients to function correctly. He wants his users to be able to access OWA using He has also read enough Microsoft documentation to know that the Outlook 2007 Auto-discover feature will attempt to find my auto-discover service at the following locations (in order from top to bottom): Service Connection Point (SCP) – client communicates directly to AD Tom doesn't want his users to get 'invalid certificate' errors nor does he want to affect his clients with redirection requests. Tom has just one more decision to make and then its implementation time.
Does he go with the recommended solution of a certificate with Subject Alternative Names (SAN) – also known as Unified Communications Certificates or with individual certificates? SAN Cert (Microsoft recommended solution) Pro – Simple to administer on the server Con – If you are purchasing the cert from a 3 rd party it can be expensive (up to 10x more than a classic SSL cert) Con – If you generate this cert with your internal MS certificate server, external clients/devices must be configured to trust this internal CA which may involve configuring many devices (Outlook clients, mobile devices, etc). Con – not all CA's support this type of certificate.
Thanks for the post. Makes things a lot clearer. The reality is that most organisations have different internal and external namespaces and the doco so far has been very obscure.
You should get the ISA 2006 support teams to add their feedback too. I have been told that when requesting a new certificate, you need to ensure that the first SAN listed in the certificate matches the internal site name to be published in the ISA rule. This is a required workaround at the moment for ISA 2006 apparently.
Good overview of a process that is very confusing. I am using SAN certs through Verisign. If you use Versign as your CA, you will need to contact them to enable a new set of features in the certificate enrollment UI they have. Once that is done, you will need to use the standard IIS cert request process and not the Exchange Powershell commands.