Email not sent

Status
Not open for further replies.
J

Jeff

Member
Outlook version
Email Account
POP3
My wife has Outlook 2003 on a Windows 7 machine and uses AOL (pop) email. Recently, we have discovered a very weird problem. On emails that she sends (to me or her daughter, for instance), they go into her "sent" folder but they never arrive (my email is comcast and her daughter has a work and home email). She does not get any notification of the failed delivery. Additionally, if she composes an email to herself, it arrives fine. Also, if she replies to an email from me, that reply arrives fine. If she takes an email and forwards it to someone, it arrives without any problem. The issue seems to be isolated to her composing and sending an original email to anyone other than herself.

I have looked all over to try to find a solution to this but nothing has worked. I restored her system back before the problem began (a number of windows updates occurred), and created a new outlook profile for the same aol email and that didn't work.

Any suggestions?
 
Thanks for the help but autocomplete was not the problem. I had her use the address book and type in the full email ID instead of autocomplete and she gets the same result. She can send email to herself and can reply or forward emails to people but original emails sent to anyone other than herself show in Outlook 2003 as being "sent", she gets no failure notification and the recipients never get the emails. I was suspicious of the fact that this started happening shortly after AOL made changes in there email process to reduce spam and spoofing of email and have been in contact with AOL tech people who don't think it's related.

I am now wondering if this might be unique to her combination of Outlook 2003 and Windows 7. I created an AOL email id and set it up on my own Windows XP PC with Outlook 2003 and everything works fine, so it doesn't seem to be an ISP issue (Comcast in our case).
 
Ooops...just found out that I can recreate the problem with my own AOL email id on a different PC. I created an AOL profile in Outlook 2003 on a Windows XP PC and the same exact problem occurs: original emails appear to have been sent but do not get through and there is no failure notification. However, replies or emails that are forwarded do get sent and received as well as emails I send to myself.

I called my ISP (Comcast) and they don't think the issue is with them. That only leaves 2 variables - Outlook 2003 and AOL. AOL just recently made changes to their email processes related to reducing SPAM (DMARC/DKIM policy related) and I think this problem is related to that but I cannot find any info anywhere else to confirm and AOL doesn't respond. I think, because she is not using AOL's email servers initially (must be routing from Outlook through Comcast email servers to AOL) that, for some reason, these original emails are failing the spam test and get thrown away but forwarded or replied emails do not fail the spam test and get through. It might be something in Outlook 2003, I suppose though.
 
The spam test should affect both new messages and replies because they'd both use the same server. Granted, a reply has more content and should look less spammy, but that is no guarantee (I'm always fishing mail from an insurance salesman client out of the junk folder, even replies.) Usually, when a server is blacklisted, only mail to specific addresses is affected - as in those addresses using the filter, so I'd expect some messages to get through.

I know one of the antivirus suites - AVG I think - tends to filter mail sent to blacklisted servers, so if you use security software that filters mail, try disabling it. In the meantime, I'll dust off my AOL address and see if I can repro.
 
One possibility - I have looked at recommended AOL settings for various Outlook versions (2003, 2007, 2010, etc.). They are not consistent at all but in the recommended settings for Outlook 2007 (I think that was the one), they had recommended setting up outbound server encryption of TLS and Outlook 2003 only seems to support SSL (or nothing). That might be the problem, which would mean having to upgrade Outlook. Not sure I want to do that. Maybe I will finally convince my wife to exit AOL mail now and use something else (GMAIL or Comcast's or...)
 
I don't think tls/ssl matters, if it did, the message shouldn't send at all. But I'll test it on my 2003 test system and see if i an repro. That's not to say switching to a better service isn't a good idea. :) I'd recommend gmail or outlook.com over Comcast, only because it doesn't tie you to the internet provider.
 
Status
Not open for further replies.
< Outlook Data Files command not working in the quick access bar | delete journal folder >
Similar threads
Thread starter Title Forum Replies Date
S Paperclip icon shows without attachment in email under Sent folder Using Outlook 0
J Quick steps delete original email and move reply/sent email to folder Using Outlook 2
B IMAP server rejects sent email - cannot deliver messages Using Outlook 2
A Is there an ID field you can use to pair a reply to the sent email? Outlook VBA and Custom Forms 4
J Sent Items Folder NOT Showing Correct From Email Address Using Outlook 0
J Outlook Reply > From > Other Email Address... > Address Not Showing in Sent Items... From Email Outlook VBA and Custom Forms 0
T Column to display which email alias a message was sent to Outlook VBA and Custom Forms 6
T Outlook converts sent email to txt attachments when sync Using Outlook 0
R VBA for copying sent email to current folder under a shared mailbox Outlook VBA and Custom Forms 17
oliv- determine to which address an email has been sent Outlook VBA and Custom Forms 3
B One email cannot be sent or received (but leaves outbox!) Using Outlook 1
M Print email and, attachments sent in hyperlinks in the email Outlook VBA and Custom Forms 2
W Deleting Sent Task Email, Deletes the task from my list Using Outlook 1
I ConversationId of a New Email sent Outlook VBA and Custom Forms 3
S Send email via SMTP - use transport rules to add to senders inbox (then rule to move to sent items Exchange Server Administration 1
R Sending email copy (*.msg file) of sent email if subject line contains specific string. Outlook VBA and Custom Forms 1
I Check if sent email has been replied Outlook VBA and Custom Forms 1
D Mysterious email sent from my account Using Outlook 4
M Why delivery receipt size is same than sent email size or even larger? Using Outlook 1
J How to validate any email address before it is sent Using Outlook 2
Diane Poremsky Display the Recipient Email Address in the Sent Items Folder Using Outlook 0
Norbert VBA Flag that would indicate the email was sent from Outlook to Access. Outlook VBA and Custom Forms 2
M Email Appearance in Sent Items Folder Using Outlook 1
N linking an already sent/rec'd email to contact record like it did in 2000 Using Outlook 0
V Outlook 2013 deleting email text when sent Using Outlook 11
bifjamod Saving sent email to specific folder based on category with wildcard Outlook VBA and Custom Forms 1
rc4524 Create auto follow-up reminder email for already sent messages Outlook VBA and Custom Forms 1
C Outlook 2013 - Email Gets Sent - But Does Not Move From Outbox to Sent Box Using Outlook 4
R Body of email not visible in Outlook Data File Sent Folder Using Outlook 4
T Sending One Email to Trigger Another Being Sent Using an Email within the 1st? Using Outlook 0
J How to sort incoming email that is sent to a different address to my main one? Using Outlook 1
L Outlook sent items. (email) Using Outlook 2
C Defer email delivery - but when force sent using F9 Using Outlook 1
J Duplicate email when receiving email sent To: me and CC to a group I belong to Using Outlook 16
D See Email Address Received Email was Sent To? Using Outlook 1
J sent email not reflected on sent items Using Outlook 1
P Linking email responses to initial email sent Using Outlook 5
C email sending window won't go away even after email has sent Exchange Server Administration 2
D Save sent email in second account not default account? Using Outlook 1
S Email get delayed when sent!!! Using Outlook 1
G Not receiving email when sent as part of a group Using Outlook 5
D you can delete the email message just sent? Outlook VBA and Custom Forms 2
B Move Sent Email to archival pst folder and mark as read - HOW TO Outlook VBA and Custom Forms 2
B Mark copy of sent email as read - VBA? Outlook VBA and Custom Forms 3
J Perform actions when email is sent Outlook VBA and Custom Forms 1
C Email Categories: NO SHOW to sendee, SHOW in Sent folder? Prev. WR Outlook VBA and Custom Forms 1
L Send reply when email is sent HELP! Outlook VBA and Custom Forms 2
L Check sent email and reply if have specific words Outlook VBA and Custom Forms 2
Z Check if email was sent Outlook VBA and Custom Forms 1
L VBA to Triage Incoming Email Outlook VBA and Custom Forms 0

Similar threads

Back
Top