Can't send large attachments in Entourage 2008

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
.

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