Steve Jacobson wrote:

Lately, we've started to see a bunch of flaky behaviours, where users
would be prompted for their passwords on send (we're using
authenticated, and SSL smtp) randomly.  We've also had situations where
messages show up in the users sent folder, but are never delivered.  In
addition, we've seen situations where saving to the sent folder has
failed.  This one we've mostly cleared up by allowing more connections
per IP, as we all appear to be coming from the same IP to the server,
since it's outside our corporate firewall.

If you've a NAT box in the way, your per-IP limits might cause a lot of those problems. However, if that were the case, then you should see warnings in your logs from the tcp daemon.

Check for messages like:
ALERT: %d maximum active connections.

and:
WARN: %d active connections.

Thunderbird defaults to 5 cached connections, so your max per IP is going to have to be set to at least 5x the number of users in your network.

The per-IP maximums explain a lot, but not messages copied to sent folders but never delivered. That, I've never seen happen with any client but Outlook. I have, however, had users complain on a few occassions that their messages weren't delivered, when in reality they were. At least, they were accepted by the remote site. Are you sure that Courier does not log anything for the sender and recipient around the time when the message was saved to the Sent folder?




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