Exchange 2010 - Outlook cannot connect to SMTP

Posted on 2011-10-05
Last Modified: 2012-05-12

I recently installed Exchange 2010 to one of my customers.
At first everything looks good, Autodiscover working fine, OWA working fine.
The problem is with POP3 and IMAP, because the incoming mail works perfect, but I cannot set up the outgoing server.

The settings are basic: Outgoing server requires authentication, when I'm trying to test account settings, Outlook keeps asking me for user\pass and not accepting the credentials anyway.

Can you please assist me here?
Question by:cloudbase
    LVL 15

    Expert Comment

    check for the certificate.

    Make sure it's enabled for Imap/ Pop3 :)

    If not, then : enable-exchangecertificate -thumbprint "ID" -services Pop,imap, smtp, iis


    Author Comment


    thanks. The certificate is enabled for IMAP,POP and IIS.
    LVL 15

    Accepted Solution

    if you check connection status, by pressing Ctrl + Right-click on the Outlook systray icon, to where is it pointing at ?

    Also is the certificate installed on the clients ? Is  the SPA enable ?

    On the outgoing server options, check the "Use same as my incoming mail Server "


    Author Comment

    the connection is pointing to the casarray.

    The certificate is installed on each CAS server for the imap, pop and iis services.

    SPA not enables and "Use same as my incoming mail Server" was checked from the first place.


    Author Closing Comment

    it turns out to be the that SMTP needed certificate as well.

    Featured Post

    Do You Know the 4 Main Threat Actor Types?

    Do you know the main threat actor types? Most attackers fall into one of four categories, each with their own favored tactics, techniques, and procedures.

    Join & Write a Comment

    Get an idea of what you should include in an email disclaimer with these Top 5 email disclaimer tips.
    Sometimes Outlook might have problems sending a message. There may be various causes- corrupted PST, AV scanner etc. The message, instead of going to the Sent Items folder, sits in the Outbox indefinitely. To remove it you can use a free tool cal…
    In this video we show how to create an email address policy in Exchange 2013. We show this process by using the Exchange Admin Center. Log into Exchange Admin Center.:  First we need to log into the Exchange Admin Center. Navigate to the Mail Flow…
    The video tutorial explains the basics of the Exchange server Database Availability groups. The components of this video include: 1. Automatic Failover 2. Failover Clustering 3. Active Manager

    729 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

    21 Experts available now in Live!

    Get 1:1 Help Now