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Solve : Outlook Client Not Sending Email?

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I am having a problem with Outlook and need some ideas of what might be going on.

When I am at home and log into the Outlook client, like I always have, I am seeing several old emails stacked up in my Outbox… I try to push them along and nothing happens… then I sent an email last night from home the person I was sending it to never GOT it. When I log in while in the office, nothing is in the Outbox and my email I sent the night before was not in my sent box. I'm logging into the outlook client not web outlook.

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I'm logging into the outlook client not web outlook.

Do you simply mean you're starting/opening Outlook? What exactly is the logging on part? Is there a password involved? And, what does "web outlook" mean?
Whenever I go into my outlook mail I click on the outlook icon on my desktop. I have to type my company domain name\username and my password. Then my mail opens up and starts to update. Which is how I was checking my mail last night. But when I was replying to some of the messages I received, they didn't send. So I opened up internet explore and entered in the internet address to access my outlook account over the web. Example: https://ad.mycompany.com/exchange. In doing so I had to enter my company domain name\username and my password. Outlook opens up and my mail starts to update. The replied emails I originally sent out are sitting in this outbox. When I exit out of the Web Outlook and go back into my ORIGINAL outlook account the replied emails cannot be seen in either my sent items folder or my outbox. I hope I'm not making this to confusing.I'm sorry.... when I said Web Outlook, I was talking about Outlook Web Access.Well, I use Outlook but I'm not on an Exchange server, like you. So, I'm afraid I can't help you with this. Maybe someone else who is familiar with using Outlook on an Exchange server will post a reply. Do you have any tech support inside the company where you work? If somebody new is employed, who sets up their Outlook account?SEE that's just the problem. Everyone including our IT Dept. is stummped over this. Thanks for you help. If I figure this out I'll be sure to reply.Maybe Rob will drop by to assist. Well I still haven't figured out the problem. However, I do have some new information which might be useful. The night before last I was sending email from home and everything sent as normal. I thought whatever had happend earlier in the week may have some how been fixed. However, last night when I was sending email from home, they didn't send.... and sure enough when I logged into my Outlook Web Access account I was able to see the items in my outbox which is exactly what happened earlier in the week. The differance in the night where the mail was successfully sent and unsuccessfully sent is.... The successful night were emails which were new mail I was sending and the UNSUCCESSFUL night were emails I was sending as responses to emails I had received. Today I tested it in the office, and I responded to an email I received... It sent successfully. Now I did find something while googling the problem. Someone at one time had commented on Microsoft suggesting this problem is often caused by an interaction between Trend Internet Security and Outlook: Trend can modify a mail item in such a way that it will never get sent, even after Trend is uninstalled. My company Uses Trend Micro Office Scan.... could there be a connection between the two? I tried validating the comment with microsoft but haven't been able to get a response from anyone. The only problem I have with this solution is my problem seems to be LOCATION oriented. I'll be sure to inform you of any further updates. Thanks.The outbox and sent folders are, in a non-Exhange environment, local folders. So what you see on one computer you will never see on another. When you next have a stuck item in your outbox, from work try accessing your email both ways - Outlook and Outlook Web. Is there a difference between the contents of the two outboxes?

When a message fails to send from Outlook, you usually get an error message. You can view this by clicking the small icon in the bottom right hand corner of the Outlook window (and selecting "details"). Knowledge of the error code would help with fixing this.

I suspect that Trend is modifying the email headers - possibly corrupting the email address of the recipient in some way - and this is causing your Exchange server to reject the outgoing message. A workaround would be, when replying to a message, hit reply and then cut and paste everything into a NEW message, instead. If you do this, re-type the outgoing email address, rather than replying on cut and paste.

Hope this helps.Thanks for your suggestions Rob. However, I haven't experieced the problem with the email lately. I didn't change anything, it just started to work on it own. I wish I had a definate answer for you about what happened but I don't. I had a similar problem a few months ago and it seemed to fix itself then too.Heck, who cares, just so long as it's working!! Thanks for reporting back.


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