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Windows Certificate blocks outlook access

I have a very weird issue I can't seem to solve. When trying to connect outlook to office 365 I'm getting a certificate popping up from remote.domainname.com that is stopping everything. I installed the latest office 365 as well. I can't seem to find where it's coming from. There was an sbs2011 server on the network a few years back and now it's a windows 2012 domain. Any time I try to use outlook upon opening a security warning with the remote.domainname.com certificate pops up, not allowing the office 365 sign in and continues to popup a login window that never works as I don't think it's pointing to right thing. I'm at a loss. Hopefully someone can help.

domainname= the .com address of the email domain but the internal domain is .local

Certificate info:

Ensures the identity of a remote computer
Proves your identity to a remote computer
1.3.6.1.4.1.6449.1.2.2.7
2.23.140.1.2.1

Issued by Comodo RSA...

How do I get rid of this thing, I can't seem to find the cause anywhere and it's causing issues with outlook. Any help is greatly appreciated

Ralph Gould

ASKER

it must be something attached to the domain or the pcs, but i can not find it in the server or pc. it must be some remnant of the sbs2011 server. i think it has to do with remote workspace but there's no server to reference to see if that's the case. a mystery still unfortunately. thank you

David Johnson, CD

is there a cname or a record that points to remote.domain.com ? who/when was the certificate issued to?

Ralph Gould

ASKER

Unfortunately no. I have checked an rechecked the domain registrar and internally on the windows domain dns. I've searched the registries, mmc snap in for certificates on server and pc, i see the certificate and have removed it but it continues. All of the usual, ip address settings, host files. I believe SBS2011 had a remote desktop solution so you could access your pc remotely as well and it's some remnant of that. The question is where or why? They had an sbs login script that ran an SBS client at login that appears to be removed from the Domain PC.s. unless it doesn't show up in add/remove programs. The certificate seems generic but it's from Comodo and the description says to be used to secure remote access. I'm not certain what's left to try.

David Johnson, CD

have you tried examining the certificate? when you get the error message?

Ralph Gould

ASKER

yes i posted some of it in the original post

Ralph Gould

ASKER

Certificate info:

Ensures the identity of a remote computer
Proves your identity to a remote computer
1.3.6.1.4.1.6449.1.2.2.7
2.23.140.1.2.1

Issued by Comodo RSA...

i may be able to do a screen shot of it, but that will need to be tomorrow. pretty late now. thank you for your input. i will follow up.

ASKER CERTIFIED SOLUTION

Vasil Michev (MVP)

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Ralph Gould

ASKER

3.jpg comes up first, 1 and 2 are screen shots of the certificate info
3.jpg
2.jpg
1.jpg

Ralph Gould

ASKER

the dns and domain name are with aplus.net

Ralph Gould

ASKER

Vasil Michev (MVP) - "run the Autodiscover test from within Outlook"

that causes the popup which is 3.jpg in the previous comment

Ralph Gould

ASKER

the autodiscover fails when running the test just on one specific computer now, it gets that popup and outlook fails. if i run the tool on anything else it's all good. interesting all other pcs are windows 7 and this one is windows 10 if that makes a difference. still don't quite understand why outlook causes this problem, and exclusively outlook