Can no longer authenticate SMTP server in Mail

After updating to 10.4.3, the httpmail plugin stopped working in Mail, so I downloaded it again and reinstalled it. Unfortunately, as I have read in many other posts, httpmail doesn't work well with 10.4.3. That part I can deal with. However, Mail was then not responding to a POP Road Runner account. It wasn't sending or receiving mail, but it didn't give any errors. It just did nothing. I would have to force quit whenever I wanted to quit the app.
I deleted the Mail preference files, but still it didn't work. I then reinstalled Mail from the Tiger DVD and started from scratch, only I now cannot send mail through the POP account. When I set up the new account, it says it cannot connect to the outgoing mail server, even though it is the correct one (I've double and triple checked with Road Runner). What's going on? I've tried both ports 25 and 587, but still no luck? Road Runner tech support was less than helpful, saying maybe it's a problem with the router, blocking port 587, but there was never a problem before.
Can anyone help???
Jon
Mac Mini Mac OS X (10.4.3)

UPDATE: I was able to set up the account using Eudora, and it worked fine. I guess it means that there's something funny happing with Mail.

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Oct 25 10:55:07 pascals-macbook Mail[373]: CGContextGetBaseCTM: invalid context 0x0. This is a serious error. This application, or a library it uses, is using an invalid context and is thereby contributing to an overall degradation of system stability and reliability. This notice is a courtesy: please fix this problem. It will become a fatal error in an upcoming update.
Oct 25 10:55:07 pascals-macbook Mail[373]: CGContextGetDefaultUserSpaceToDeviceSpaceTransform: invalid context 0x0. This is a serious error. This application, or a library it uses, is using an invalid context and is thereby contributing to an overall degradation of system stability and reliability. This notice is a courtesy: please fix this problem. It will become a fatal error in an upcoming update.
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Kind Regards
Pascal

OK, I was having the same problem and disabling SSL didn't work for me. Other solutions suggested in other forum threads also didn't work, but I've finally found a solution that works for me. Here it is in the hopes it will help other people:
In summary, I realized that the root of the problem was, as mentioned in the original post above, that the SSL certificate wasn't being accepted (-9807 Invalid certificate chain). This was because the SMTP server's certificate was expired. I did not want to try to convince my provider to fix it - instead I wanted to fix it myself on my end.
The solution was to import the SSL certificate to my keychain and flag it to "Always trust". However, getting the certificate was a bit tricky, as Mac Mail was not giving me the option. Here's how I did it:
1. I downloaded and installed Thunderbird (Mozilla's mail client, Firefox's cousin) and configured my problem email address there.
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3. I dragged the .pem file and dropped it on my keychain icon on the dock (double clicking on it should work too). Then Keychain Access popped up (it imports the certificate automatically) so then I flagged the certificate as "Always Trust" and saved it.
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Hi, I'm using Mail on my iMac (Leopard) with a POP account for my incoming mail, and an smtp-server for the outgoing mails. Everything works fine.
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Message was edited by: drzeto

UPDATE: I was able to set up the account using Eudora, and it worked fine. I guess it means that there's something funny happing with Mail.

How can i management my smtp server?

hello
i install smtp feature but i do not know how can i send mail from my smtp server to my clients
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For native SMTP setup you might ask them over here.
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Regards, Dave Patrick ....
Microsoft Certified Professional
Microsoft MVP [Windows]
Disclaimer: This posting is provided "AS IS" with no warranties or guarantees , and confers no rights.

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Can no longer authenticate SMTP server in Mail

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