Certificate Popup Window

sglee used Ask the Experts™
Certificate Error in OutlookHi,
 In SBS2011/Exchange 2010 network, I have Outlook users complaining about this pop-up certificate window (originated from POP email service provider - HOSTEK.COM).

 Here is email delivery process:
 Incoming emails arrive at each user's pop email account on hostek.com mail server. Then MAPI Lan POP3  connector program (running connector on SBS2011) log in to each user's POP account on hostek server and retrieve email in INBOX every minute and deliver them to each user's mailbox in Exchange server. Then email shows up in user's Outlook INBOX.

 Having said that, this certificate pops up periodically/randomly.
 Once users add the certificate to "Trusted Root Certification Authorities/Certificates folder" on the machine, it is ok for a while. it pops up on the smart phone too where we added Exchange account.
 When I asked Hostek tech support, they could not tell me how to make this go away permamently. They said it is something that Outlook that decides.
 Can you explain?

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timgreen7077Exchange Engineer
Distinguished Expert 2018

Curios why you are using a 3rd party to delivery emails when you have an Exchange server?
You can turn off these pop-ups see the following article:

How to turn off e-mail matching for certificates in Outlook

However you should bear in mind:

1. Your Exchange configuration is obsolete - I assume it was done in ordewr to be able to receive mails on two different location using the same domain.
2. You should consider migrating E-Mail services to Office 365 Exchange online, It's much easier to maintain, and I am almost sure that it Will be cheaper than keeping hostek and on premises server.


We may migrate to online exchange at some point.

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