The AutoDetect service is called with the following web service call and sending a header called x-email that matches your email address AutoDetect is called when you enter your email address in Outlook Mobile and click Add Account. Here we will look at a problem in AutoDiscover and Exchange Server configuration that breaks AutoDetect and as a side effect breaks Hybrid Modern Auth (HMA) in Outlook Mobile as well. Originally this was only used by Outlook Mobile when it was a seperate product called Acompli but it now used instead of GuessSmart in the mobile and desktop versions of Outlook. Outlook Mobile, and now Outlook desktop for the last few years, uses a cloud service called AutoDetect. The Exchange Server/Online AutoDiscover service finds your mailbox only if it is on the Exchange platform and the Outlook desktop product has a feature called GuessSmart to detect your email settings if you are not using Exchange (i.e. AutoDetect is like an “AutoDiscover of AutoDiscovers”. Its all to do with the AutoDetect Service that runs in the Microsoft Cloud. Often misconfiguration is to do with certificates or it is not configured at all because it involves certificates and I thought I was aware of all the problems I could see with this and then I came across one more! Those in the Exchange Server space for a number of years know all about AutoDiscover and the many ways it can be configured and misconfigured – if even configured at all.
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