Solved

SBS Server and Office 365

Posted on 2016-11-04
5
42 Views
Last Modified: 2016-11-04
Just took on a client who uses SBS Server 2008. Their prior IT admin moved their email from on premises to Office 365. When the users now open Outlook they get a Security Alert: remote.xxxxxxx.com Information you exchange...The security certificate was issued by a company you have not chosen to trust. View the certificate to determine whether you want to trust the certifying authority.

When the click yes to proceed, Outlook functions properly and they receive/send email without issue all day.

How do I resolve this? It appears that Outlook is finding an internal certificate.
security_alert.jpg
0
Comment
Question by:Yort
  • 3
  • 2
5 Comments
 
LVL 7

Expert Comment

by:No More
ID: 41874946
If it have been moved to cloud you must re-create outlook profile to user@company.com and let it connect to office 365


or

View certificate and download / install and add it to trusted certificates
0
 
LVL 1

Author Comment

by:Yort
ID: 41874949
@David_FIala - I did do that. As a matter fact, the Office 365 domain name it's a completely different than what used internally. But somehow this certificate issue keeps coming up.
0
 
LVL 7

Expert Comment

by:No More
ID: 41874953
Does user have UPN prefix of new domain ?

go to control panel - Mail and check how many profiles you have there and what's the default one


I wonder if the old DNS records on Hosting still include pointer to Exchange server
0
 
LVL 7

Accepted Solution

by:
No More earned 500 total points
ID: 41874960
Have a look on your internal CA to see what certs are issued
0
 
LVL 1

Author Closing Comment

by:Yort
ID: 41874976
That was the issue. I removed the offending certificate via IIS 7 and the problem is no more! Thanks!
1

Featured Post

Microsoft Certification Exam 74-409

Veeam® is happy to provide the Microsoft community with a study guide prepared by MVP and MCT, Orin Thomas. This guide will take you through each of the exam objectives, helping you to prepare for and pass the examination.

Question has a verified solution.

If you are experiencing a similar issue, please ask a related question

Follow this checklist to learn more about the 15 things you should never include in an email signature from personal quotes, animated gifs and out-of-date marketing content.
Following basic email etiquette rules will help you write a professional email and achieve a good, lasting impression with your contacts.
Microsoft Office Picture Manager has a Picture Shortcuts pane that shows a list with the Recently Browsed folders. While creating my video Micro Tutorial here at Experts Exchange showing How to Install Microsoft Office Picture Manager in Office 2013…
This Experts Exchange video Micro Tutorial shows how to tell Microsoft Office that a word is NOT spelled correctly. Microsoft Office has a built-in, main dictionary that is shared by Office apps, including Excel, Outlook, PowerPoint, and Word. When …

932 members asked questions and received personalized solutions in the past 7 days.

Join the community of 500,000 technology professionals and ask your questions.

Join & Ask a Question

Need Help in Real-Time?

Connect with top rated Experts

12 Experts available now in Live!

Get 1:1 Help Now