1

Topic: Outlook keeps asking for my email credentials

==== REQUIRED BASIC INFO OF YOUR IREDMAIL SERVER ====
- iRedMail version (check /etc/iredmail-release): 0.9.7
- Deployed with iRedMail Easy or the downloadable installer? Unknown
- Linux/BSD distribution name and version: CentOS Linux 7
- Store mail accounts in which backend (LDAP/MySQL/PGSQL): LDAP
- Web server (Apache or Nginx): Apache
- Manage mail accounts with iRedAdmin-Pro? Yes
- [IMPORTANT] Related original log or error message is required if you're experiencing an issue.
====

Outlook is forcing us to reenter our credentials multiple times (if that even works) in order to send emails. The issue started yesterday (9/7). The web portal doesn't have a problem.

Post's attachments

email_popup.JPG
email_popup.JPG 28.91 kb, file has never been downloaded. 

You don't have the permssions to download the attachments of this post.

2

Re: Outlook keeps asking for my email credentials

Any related error in dovecot log files? /var/log/dovecot/*.log.

----

Buy me a cup of coffee ($5) to support iRedMail:

buy me a cup of coffee

3 (edited by epg_will 2021-09-09 20:41:46)

Re: Outlook keeps asking for my email credentials

From dovecot-imap.log

I am seeing authentication failures, and the time is off by over 5 minutes.

4

Re: Outlook keeps asking for my email credentials

My attempt to send a test email would not show up in the dovecot-imap.log until the pop up prompting for my email credentials went away.

5

Re: Outlook keeps asking for my email credentials

Do you use self-signed ssl cert or a valid one?

----

Buy me a cup of coffee ($5) to support iRedMail:

buy me a cup of coffee

6

Re: Outlook keeps asking for my email credentials

It's from DigiCert. Fixing the time sync appears to have fixed the worst of the issues. It's still popping up occasionally, but it's now happening less and less.