User Agent: Mozilla/5.0 (Windows NT 10.0) AppleWebKit/537.36 (KHTML, like Gecko) Chrome/47.0.2526.106 Safari/537.36 Steps to reproduce: Sending of message fails intermittently after 38.5.1 update. Inbound email is fine. This has occurred on two different copies of Thunderbird, both on Win 10. Rebooting the program sometimes clears the issue for a few minutes, and then it reappears. Accessing email server from another client also appears to temporarily resolve the problem on Thunderbird. I have been unable to reliably reproduce the problem because it comes and goes without changing any settings in the program or the OS. Sending outbound email from smartphone client works fine. Outlook works fine. Uninstalling and re-installing Thunderbird did not fix. Deleting SMTP account settings and re-creating did not fix. Manually adding Thunderbird permission for Windows Firewall did not fix. Temporarily disabling Windows Firewall did not fix. Actual results: The outgoing email does not get sent. "Sending of the message failed. The message could not be sent using Outgoing server (SMTP) server.orchidholisticsearch.com for an unknown reason. Please verify that your Outgoing server (SMTP) settings are correct and try again." Expected results: Thunderbird should reliably connect to SMTP server and send email.
Severity: normal → critical
OS: Unspecified → Windows 10
The same thing happened to me when I upgraded to 38.5.0 Only happens when I try to connect to office365.com The only fix I have been able to find is to downgrade to previous version. 38.5.0 is the version in the repository
It's highly unlikely something in Thunderbird is causing this. 38.5.1 was issued for one sole purpose, to handle an update/install issue as noted in the release notes https://www.mozilla.org/en-US/thunderbird/38.5.1/releasenotes/ But let's check further. n.owens, if you install 38.5.1 from scratch today from https://www.mozilla.org/en-US/thunderbird/ do you still see the problem? Also, which antivirus software are you using?
Severity: critical → major
(In reply to Wayne Mery (:wsmwk, use Needinfo for questions) from comment #2) > It's highly unlikely something in Thunderbird is causing this. 38.5.1 was > issued for one sole purpose, to handle an update/install issue as noted in > the release notes > https://www.mozilla.org/en-US/thunderbird/38.5.1/releasenotes/ > > But let's check further. n.owens, if you install 38.5.1 from scratch today > from https://www.mozilla.org/en-US/thunderbird/ do you still see the > problem? Also, which antivirus software are you using? Hi Wayne, Thanks for your reply... I'm the OP and as I mentioned I already tried reinstalling Thunderbird fresh and that did not resolve the issue. I understand this might not be directly connected to 38.5.1 and just a "coincidence" however the fact remains that I did not encounter this problem before that update. I am able to get an email through if I change the SMTP settings to "no security" although that is clearly not a sustainable solution. Also to reiterate- everything works fine when using Outlook or Android email with the exact same server settings (SSL, port 465) Inbound over SSL works fine. Since I have no problem sending through Outlook or Android emsil, that rules out a problem with my email server.
I have additional information... When I look in the "Saved Passwords" pane, the "Last Used" date for both inbound and outbound emails is stuck on October 15, 2015 even though I have sent and received email hundreds of times since then, and the last time I retrieved email from the server was a few minutes ago. I also have a gmail account setup in Thunderbird. While I haven't had the same SMTP issue, the "Last Used" date in the passwords pane for that account is August 29, 2015. As I also previously mentioned, I am encountering the exact same problem starting at the exact same time on another computer (my wife's) with her own email accounts. I'm highly confident the problem is Thunderbird. So while I understand some knee-jerk skepticism in these kinds of support forums, let's hopefully move forward with the understanding that Thunderbird is -indeed- the problem here.
(n.owens seems to be gone, so clearing needinfo) mcmarturano, have you learned any new info since your post 6 months ago?
Flags: needinfo?(n.owens) → needinfo?(mcmarturano)
Hi Wayne Mery, No new information. I was compelled to delete Thunderbird and am now using Outlook. Unfortunately, the lackluster response from the community, i.e. knee-jerk denial that the bug I reported actually exists, caused me to question whether or not I could continue to depend upon Thunderbird for business purposes. It would appear the program is now for hobbyists only. Thanks for checking in though. If you have any thoughts on the source of the bug or how to fix, I would still be interested to know.
Thanks for the info. I completely understand you disagree, but there were no security changes related to Thunderbird between 38.5.0 and 38.5.1 related to authentication or SMTP. As the release notes indicate , the changes were the ability to download and install updates. Without your involvement in the bug report there's nothing solid to investigate, so closing incomplete. If you should return to thunderbird and want to pursue this further, please comment in the bug at that time.  https://www.mozilla.org/en-US/thunderbird/38.5.1/releasenotes/
Status: UNCONFIRMED → RESOLVED
Last Resolved: 2 years ago
Resolution: --- → INCOMPLETE
Hi, I'm having almost exactly the same issue. New install of Thunderbird on a fresh Ubuntu 16.04 setup. Both Gmail accounts working perfectly. Office365 account has intermittent connection problems for smtp only. The message I'm getting is: Sending of the message failed. An error occurred while sending mail: Outgoing server (SMTP) smtp.office365.com is unknown. The server may be incorrectly configured. Please verify that your Outgoing server (SMTP) settings are correct and try again. If I wait a while and try again, then the message(s) go OK. I've now installed the Send Later Button 1.1 extension, so that I can add emails to the Outbox while I wait for the connection to sort itself out. So, I've got a workaround, but it's annoying when the error pops up a few times an hour.
I am still seeing this problem. Using Thunderbird 45.5.1 on Ubuntu 16.04 It only happens when sending emails to office365.com. All other email clients work fine with this account.
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