Category Archives: Autodiscover

Autodiscover in a hybrid scenario

In the previous articles I showed you how to implement DirSync, create an Exchange hybrid environment with a migration endpoint and how to migrate Mailboxes from Exchange on-premises to Exchange Online. Not a single word on autodiscover though, and even when autodiscover is pointing to your on-premises Exchange environment, it continues to work for Mailboxes that have been migrated to Exchange Online. This is one of the advantages of an Exchange hybrid scenario.

This is what happens: when you move a Mailbox from Exchange on-premises to Exchange Online, the Mailbox on-premises is converted to a Mail-Enabled User (Remote Mailbox) and a target address is set to Exchange Online (i.e. user@tenantname.mail.onmicrosoft.com).

When an Outlook client does an Autodiscover request to the Exchange environment it detects the user is a Mail-Enabled User, and that a target address is set. Based on this target address a new Autodiscover request is initiated. So, Outlook does a request for a user called kim@exchangelabs.nl, Autodiscover returns a Mail-Enabled User with target address kima@exchangelabsnl.mail.onmicrosoft.com. Next, Outlook wil try an Autodiscover request for this SMTP address.

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AutodiscoverRedirect in Exchange 2013 SP1 on Windows 2012 R2

In earlier versions of Exchange you can use the Autodiscoverredirect option to retrieve autodiscover information if your primary SMTP domain in your email address does not match the domain name of the autodiscover DNS record in your Exchange deployment. You’ll face this issue when your Client Access server is using webmail.contoso.com and autodiscover.contoso.com but your email address is john@fabrikam.com. In this case your Outlook client will automatically start looking for a DNS record called autodiscover.fabrikam.com which points to the autodiscover.contoso.com. As a result a certificate warning is presented since the name of the request does not match the name on the certificate.

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Autodiscover in Exchange part III

Autodiscover is a standard feature in Exchange Server 2007 and higher that’s being used by Outlook 2007 and higher. Looking at the number of questions I get regarding autodiscover I’ve written a number of blogposts that will look into Autodiscover in depth:

In Part I I’ve explained how domain joined clients work with autodiscover information that’s stored in Active Directory. In Part II I’ve explained how the same (domain joined) client behaves on an external network like the Internet.

Both posts work with the self-signed certificate, but it’s much better (and recommended!) to use a 3rd party certificate or a certificate of an internal PKI environment. Continue reading Autodiscover in Exchange part III

Exchange 2010 and Autodiscover Part II

Autodiscover is a standard feature in Exchange Server 2007 and higher that’s being used by Outlook 2007 and higher. Looking at the number of questions I get regarding autodiscover I’ve written a number of blogposts that will look into Autodiscover in depth:

In Part I I’ve explained how domain joined clients work with autodiscover information that’s stored in Active Directory. This is easy for domain joined clients that have access to the internal network, but it’s a bit different for domain clients that have no access (i.e. working from home or a hotel) and for non-domain joined clients. The latter don’t have access to Active Directory and there cannot query AD for the Service Connection Point of course.

In this post I’ll discuss the same client as in Part I, but this time when there’s no access to the internal network (and thus no access to Active Directory). Continue reading Exchange 2010 and Autodiscover Part II

Autodiscover in Exchange

Autodiscover is a feature in Exchange Server 2010 and higher which is being used by Outlook 2007 or higher. Due to the number of question I get on Autodiscover I’ve created a number of blog posts that explain the Autodiscover functionality:

Introduction

Autodiscover is a very useful feature in Exchange 2007 and Exchange 2010 that makes it possible to automatically create Outlook 2007 and Outlook 2010 profiles.

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