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eas.outlook.com cert error when trying to access Outlook from a non domain device authenticated via Captive Portal

Hi there,

as the title says, I'm having SSL warning issues with outlook on machines that are not a part of the domain but are authenticated via the Captive Portal.

The untrusted cert error refers to eas.outlook.com

Any ideas how to resolve this? Is it purely a case of installing the eas.outlook.com cert on to the devices or can I do something else to avoid the end user having to anything.

Thanks

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0 Keyur over 6 years ago

Hi Cameron Barlow

Can you please share the screenshot of the error and issued certificate?

Did you apply HTTPS scanning on the firewall rule from where non-domain user traffic is passing?
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0 Cameron Barlow over 6 years ago in reply to Keyur
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0 Keyur over 6 years ago in reply to Cameron Barlow

Hi Cameron Barlow

Did you apply HTTPS scanning on the firewall rule from where non-domain user traffic is passing?

What is the current iOS version are running?

Are you facing this issue with iOS devices only?
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0 Cameron Barlow over 6 years ago in reply to Keyur

HI,

HTTPS scanning enabled and I will be testing other non domain machines tthis morning so will update this messge.

Thanks
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0 Cameron Barlow over 6 years ago in reply to Cameron Barlow

Sorry I meant that HTTPS scan and decrypt is disabled.

This is because after initial activation, there were too many sites being blocked even though the Sophos device SSL and CA certs are installed on the domain PC's and personnal laptops etc.

I have just has the outlook issue on my personnal laptop and after installing the Sophos device and CA certs it hasn't appeared again.
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0 Keyur over 6 years ago in reply to Cameron Barlow

Hi Cameron Barlow

The given FAQ will be helpful- https://community.sophos.com/kb/en-us/132997
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