Can't send large attachments in Entourage 2008

[pjfiona]

I recently upgraded to Mac OS 10.5.2 (Leopard) and a couple of weeks ago to Entourage (Office for Mac 2008).

I can connect, surf the web, and receive emails with large attachments as usual.

I've been very happy with Entourage for years. But now using Entourage (or even Apple Mail, or Thunderbird), I can't send emails with attached files over 200k or so. My connection times out and I get either of the following error messages:

"The connection was terminated by the remote site. Please try again."

OR

"Operation on the server timed out. The server may be down, overloaded, or there may be too much net traffic."

My ISP checks everything out as okay on their end. I uninstalled my Firewall and AntiVirus programs. I changed the smtp port to 587 - check "SMTP requires authenication..." - deleted and created a new account to manually and carefully input my settings. Tried all the tips from the Entourage Help Page, MacFixIt, Mac Owners Support Group, Microsoft Office Support, etc. etc. I'm at my wits end!

I'm a graphic designer who regularly sends small and large pdf (500k - 2 MB) files to clients. This is getting in the way of my work.

I'd really appreciate any help anyone can give me.

Thanks,
pjfiona

 

[Corentin Cras-Méneur]

I've been very happy with Entourage for years. But now using Entourage (or
even Apple Mail, or Thunderbird), I can't send emails with attached
files over 200k or so. My connection times out and I get either of the
following error messages:

"The connection was terminated by the remote site. Please try again."

You should contact the administrator of your SMTP server (your ISP??).
This is a limitation that has apparently been implemented on your SMTP
server.

Corentin

 

[William Smith]

"The connection was terminated by the remote site. Please try again."


OR

"Operation on the server timed out. The server may be down,
overloaded, or there may be too much net traffic."

My ISP checks everything out as okay on their end. I uninstalled my
Firewall and AntiVirus programs. I changed the smtp port to 587 - check
"SMTP requires authenication..." - deleted and created a new account to
manually and carefully input my settings. Tried all the tips from the
Entourage Help Page, MacFixIt, Mac Owners Support Group, Microsoft
Office Support, etc. etc. I'm at my wits end!

I always take what my ISP says with a grain of salt. ;-)

I suggest you sign up for a free Gmail account or something similar,
connect it to Entourage and try sending through that account as a test.
If your message will send correctly through your Gmail test account but
not through your ISP's E-mail service then you can be relatively certain
the problem is with your ISP.

Otherwise, if you are still unable to send then check your own network
setup. Do you use wireless? If so, test using an Ethernet cable plugged
in directly from your computer to your router. If you're using a router
then plug your laptop directly into your DSL or cable modem. Remove as
many variables as you can.

Hope this helps!

--

bill

William M. Smith, Microsoft Interop MVP - Mac/Windows
Entourage Help Page <http://entourage.mvps.org/>
Entourage Help Blog <http://blog.entourage.mvps.org/>