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Outlook Autodiscover non-functional but Microsoft Remote Connectivity Analyzer passes

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I recently set up an Exchange server with autodiscover using the HTTP redirect method. Activesync autodiscover works fine and the Microsoft Remote Connectivity Analyzer shows that the Outlook autodiscover is completely functional. However, when I try to create an account on Outlook or run the "Test Email Autoconfiguration" tool, it fails on all fronts. I even added an SRV record and it still fails. The builtin Outlook test is completely contrary to what the MRCA states. All methods fail outright. What could be wrong? Any insight is appreciated.

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