Unable to send large attachments

[Captain Apollo]

Hello everyone,

Currently I am using Outlook 2007 with a number of e-mail accounts
(1-Exchange, 1-POP, 1-Hotmail) so in a way I have an equilibrium of accounts
in one package.

The problem I have is sending a large document (let's say a 1-Mb PDF file)
attached on to the e-mail.

What is seems to be happening is once Outlook has sent the e-mail, instead
of moving the mail from the Outbox to the Sent Items, it remains there and
it forms a continuing loop where it constantly resends the mail. The
receiver ends up with a mail box full of multiple e-mails with large
attachments.

Apparently this only happens when I send the mail through the POP account
however it seems to work effectively through my hotmail and the exchange
account.

I am using Trend Internet Security PRO however I believe that the issue does
not lie with the Trend as it would have happened to all accounts.

I am sure that there is a simple solution to this where the analogy would be
that "I cannot see the woods from the trees".

Can someone please help?

 

[Diane Poremsky [MVP]]

Disable trends email scanning and see if it helps - its common for the email
scanners to cause problems such as with SMTP. (Hotmail and Exchange don't
use SMTP to send.)

--

Diane Poremsky [MVP - Outlook]



Outlook Tips by email:
mailto:[email protected]

EMO - a weekly newsletter about Outlook and Exchange:
mailto:[email protected]

Let's Really Fix Outlook 2010
http://forums.slipstick.com/forumdisplay.php?f=34

 

[Captain Apollo]

Hello Dianne,

Thank you very much for your response however unfortunately that wasn't the
solution. Your suggestion seems to make the computer less secure and
TrendMicro is an efficient enough security package to cause such a problem.

From another forum, I actually found out the solution and that was server
time-out values.

In the account configuration, simply lengthen the server time-out value from
one minute to let's say four to six minutes. Outlook now has time to
receive the confirmation from the SMTP that the mail including the
attachment has been sent before Outlook moves the mail in question from the
Outbox to the Sent Items Folder.

It seems that many ISPs deliberately slow the outgoing speed in order to
conserve internet bandwidth (ISPs being very cheap) so maybe the SMTP may
have received the e-mail in question and sent it but it timed out before it
could send out the confirmation to Outlook.

Because of the time-out, Outlook believes that the e-mail has not been sent
and then resends the mail again forming a continuous loop. The hotmail
being web based does not have this feature and the exchange account being
internal would not see the issue.

Problem solved and thank you.

Disable trends email scanning and see if it helps - its common for the
email scanners to cause problems such as with SMTP. (Hotmail and Exchange
don't use SMTP to send.)

--

Diane Poremsky [MVP - Outlook]



Outlook Tips by email:
mailto:[email protected]

EMO - a weekly newsletter about Outlook and Exchange:
mailto:[email protected]

Let's Really Fix Outlook 2010
http://forums.slipstick.com/forumdisplay.php?f=34

Hello everyone,

Currently I am using Outlook 2007 with a number of e-mail accounts
(1-Exchange, 1-POP, 1-Hotmail) so in a way I have an equilibrium of
accounts in one package.

The problem I have is sending a large document (let's say a 1-Mb PDF
file) attached on to the e-mail.

What is seems to be happening is once Outlook has sent the e-mail,
instead of moving the mail from the Outbox to the Sent Items, it remains
there and it forms a continuing loop where it constantly resends the
mail. The receiver ends up with a mail box full of multiple e-mails with
large attachments.

Apparently this only happens when I send the mail through the POP account
however it seems to work effectively through my hotmail and the exchange
account.

I am using Trend Internet Security PRO however I believe that the issue
does not lie with the Trend as it would have happened to all accounts.

I am sure that there is a simple solution to this where the analogy would
be that "I cannot see the woods from the trees".

Can someone please help?

 

[Diane Poremsky [MVP]]

The time out problem is caused by the email scanner. Uninstalling the email
scanning feature will not affect your security - it just provides early
warning of infected attachments that you probably know not to open anyway.
The autoprotect / realtime scane feature will stop you if you try to open
them - that should never be disabled, only email integration.

--

Diane Poremsky [MVP - Outlook]



Outlook Tips by email:
mailto:[email protected]

EMO - a weekly newsletter about Outlook and Exchange:
mailto:[email protected]

Let's Really Fix Outlook 2010
http://forums.slipstick.com/forumdisplay.php?f=34

Hello Dianne,

Thank you very much for your response however unfortunately that wasn't
the solution. Your suggestion seems to make the computer less secure and
TrendMicro is an efficient enough security package to cause such a
problem.

From another forum, I actually found out the solution and that was server
time-out values.

In the account configuration, simply lengthen the server time-out value
from one minute to let's say four to six minutes. Outlook now has time to
receive the confirmation from the SMTP that the mail including the
attachment has been sent before Outlook moves the mail in question from
the Outbox to the Sent Items Folder.

It seems that many ISPs deliberately slow the outgoing speed in order to
conserve internet bandwidth (ISPs being very cheap) so maybe the SMTP may
have received the e-mail in question and sent it but it timed out before
it could send out the confirmation to Outlook.

Because of the time-out, Outlook believes that the e-mail has not been
sent and then resends the mail again forming a continuous loop. The
hotmail being web based does not have this feature and the exchange
account being internal would not see the issue.

Problem solved and thank you.

Disable trends email scanning and see if it helps - its common for the
email scanners to cause problems such as with SMTP. (Hotmail and
Exchange don't use SMTP to send.)

--

Diane Poremsky [MVP - Outlook]



Outlook Tips by email:
mailto:[email protected]

EMO - a weekly newsletter about Outlook and Exchange:
mailto:[email protected]

Let's Really Fix Outlook 2010
http://forums.slipstick.com/forumdisplay.php?f=34

Hello everyone,

Currently I am using Outlook 2007 with a number of e-mail accounts
(1-Exchange, 1-POP, 1-Hotmail) so in a way I have an equilibrium of
accounts in one package.

The problem I have is sending a large document (let's say a 1-Mb PDF
file) attached on to the e-mail.

What is seems to be happening is once Outlook has sent the e-mail,
instead of moving the mail from the Outbox to the Sent Items, it remains
there and it forms a continuing loop where it constantly resends the
mail. The receiver ends up with a mail box full of multiple e-mails
with large attachments.

Apparently this only happens when I send the mail through the POP
account however it seems to work effectively through my hotmail and the
exchange account.

I am using Trend Internet Security PRO however I believe that the issue
does not lie with the Trend as it would have happened to all accounts.

I am sure that there is a simple solution to this where the analogy
would be that "I cannot see the woods from the trees".

Can someone please help?

 

[anne matheson]

Captain Apollo
I'm having exactly the same problem. Did changing the timeout help?? i
have moved mine to around 6 mts but as yet it doesn't seem to be making a
difference - still on the coninunous loop. With MicroTrand Pro i can't find
where i would uninstall the email scanner feature as suggested by Diane.
--
Annie

The time out problem is caused by the email scanner. Uninstalling the email
scanning feature will not affect your security - it just provides early
warning of infected attachments that you probably know not to open anyway.
The autoprotect / realtime scane feature will stop you if you try to open
them - that should never be disabled, only email integration.

--

Diane Poremsky [MVP - Outlook]



Outlook Tips by email:
mailto:[email protected]

EMO - a weekly newsletter about Outlook and Exchange:
mailto:[email protected]

Let's Really Fix Outlook 2010
http://forums.slipstick.com/forumdisplay.php?f=34

Hello Dianne,

Thank you very much for your response however unfortunately that wasn't
the solution. Your suggestion seems to make the computer less secure and
TrendMicro is an efficient enough security package to cause such a
problem.

From another forum, I actually found out the solution and that was server
time-out values.

In the account configuration, simply lengthen the server time-out value
from one minute to let's say four to six minutes. Outlook now has time to
receive the confirmation from the SMTP that the mail including the
attachment has been sent before Outlook moves the mail in question from
the Outbox to the Sent Items Folder.

It seems that many ISPs deliberately slow the outgoing speed in order to
conserve internet bandwidth (ISPs being very cheap) so maybe the SMTP may
have received the e-mail in question and sent it but it timed out before
it could send out the confirmation to Outlook.

Because of the time-out, Outlook believes that the e-mail has not been
sent and then resends the mail again forming a continuous loop. The
hotmail being web based does not have this feature and the exchange
account being internal would not see the issue.

Problem solved and thank you.

Disable trends email scanning and see if it helps - its common for the
email scanners to cause problems such as with SMTP. (Hotmail and
Exchange don't use SMTP to send.)

--

Diane Poremsky [MVP - Outlook]



Outlook Tips by email:
mailto:[email protected]

EMO - a weekly newsletter about Outlook and Exchange:
mailto:[email protected]

Let's Really Fix Outlook 2010
http://forums.slipstick.com/forumdisplay.php?f=34

Hello everyone,

Currently I am using Outlook 2007 with a number of e-mail accounts
(1-Exchange, 1-POP, 1-Hotmail) so in a way I have an equilibrium of
accounts in one package.

The problem I have is sending a large document (let's say a 1-Mb PDF
file) attached on to the e-mail.

What is seems to be happening is once Outlook has sent the e-mail,
instead of moving the mail from the Outbox to the Sent Items, it remains
there and it forms a continuing loop where it constantly resends the
mail. The receiver ends up with a mail box full of multiple e-mails
with large attachments.

Apparently this only happens when I send the mail through the POP
account however it seems to work effectively through my hotmail and the
exchange account.

I am using Trend Internet Security PRO however I believe that the issue
does not lie with the Trend as it would have happened to all accounts.

I am sure that there is a simple solution to this where the analogy
would be that "I cannot see the woods from the trees".

Can someone please help?

 

[Captain Apollo]

Captain Apollo
I'm having exactly the same problem. Did changing the timeout help?? i
have moved mine to around 6 mts but as yet it doesn't seem to be making a
difference - still on the coninunous loop. With MicroTrand Pro i can't
find
where i would uninstall the email scanner feature as suggested by Diane.

Hello Annie,

Is the respondent receiving numerous of e-mails at a time?

 

[Captain Apollo]

Captain Apollo
I'm having exactly the same problem. Did changing the timeout help?? i
have moved mine to around 6 mts but as yet it doesn't seem to be making a
difference - still on the coninunous loop. With MicroTrand Pro i can't
find
where i would uninstall the email scanner feature as suggested by Diane.

Hello Annie,

It did on two different occasions.

The other question would be that is the respondent receiving numerous of
e-mails?

Unfortunately with Trend Pro, you have to turn off e-mail scanning all
together. This means that any e-mails coming in will not be scanned. I can
see no function to stop outgoing e-mails but will check and talk to you more
later.

Kindest Regards

 

[anne matheson]

Hi Captain,

They keep receiving the same e-mail till i pull the plug - literally i have
to pull the cable out, close Outlook and then open it again.

This has been happening for months for any file over 1MB, no matter how many
people i'm wanting to send it to - it can be pictures, videos, PDF, anything
over 1MB. At first i though it was Vista but i think it must be Trend Micro
- pity i really like the program.

Do you think it would be worthwhile to contact them re this problem and see
if they can do a patch or something.

Thanks
Annie

 

[Captain Apollo]

Hi Captain,

They keep receiving the same e-mail till i pull the plug - literally i
have
to pull the cable out, close Outlook and then open it again.

First of all you really do not need to pull the plug entirely.

On the bottom right of the Outlook Windows, You should see the task bar that
says working online, Connected to Microsoft Exchange etc. Right click that
task and click "Work Offline" This should sever the connection without the
need of pulling the plug.

This has been happening for months for any file over 1MB, no matter how
many
people i'm wanting to send it to - it can be pictures, videos, PDF,
anything
over 1MB. At first i though it was Vista but i think it must be Trend
Micro

It is a good possibility but in my two occasions this was not.

What you might try at first is to disable the e-mail scanning for outgoing
mail in Trend. I don't like this but give it a try to see if the issue is
with Trend.

Double click on your Trend Micro Task button on the bottom right, click on
"Virus & Spyware controls", under Protection Against Viruses & Spyware tab,
click "Settings", unselect the "Threats in outgoing mail", then click "OK"

It is better to cold restart your computer. Once the Internet is
established, open outlook and see is the issue still exists. If it does,
contact first trend and obtain their advice, after that contact your ISP.

- pity i really like the program.

Yes!! I agree that there are many advantages with Outlook.

Do you think it would be worthwhile to contact them re this problem and
see
if they can do a patch or something.

Contact who??

You can call Trend Micro Customer Support as they have helped greatly in the
past.
You might wish to check with your ISP and explaining your issues.

Kindest Regards

 

[anne matheson]

Thanks for all that - i will give it as go as you say, even if i just turn
the scanning off when i want to send something big. i'll get in contact with
TrendMicro. At least i now know what is the problem!

BTW thanks for reminding me about the offline - pull the plug is an
immediate response to the 'oh, no, not again' crisis i feel when it happens.