Well, aside from that dnsstuff.com error, here is one last clue to the mystery.  I've noticed some irregular notes in the logs where it almost looks like some malformed string is inserting itself into the message and causing some trouble.  Notice the last part of the log (in bold).  I've also noticed other things - may be nothing, but I posted a few examples at the end....

10:10 04:57 SMTP-(be2b000015846057) processing d:\imail\spool\QHEbe2b000015846057.VAC
10:10 04:57 SMTP-(be2b000015846057) [x] looking up healthnet.com in HOSTS and MX
10:10 04:57 SMTP-(be2b000015846057) [Att-Blk] Got Attachment Blocking Host Info for Rogersbenefit.com
10:10 04:57 SMTP-(be2b000015846057) Trying healthnet.com (0)
10:10 04:57 SMTP-(be2b000015846057) [x] Connecting socket to service <SMTP> on host <healthnet.com> using protocol <tcp>
10:10 04:57 SMTP-(be2b000015846057) [x] using source IP for Rogersbenefit.com [192.168.0.4]
10:10 04:57 SMTP-(be2b000015846057) Connect healthnet.com [204.107.47.187:25] (1)
10:10 04:57 SMTP-(be2b000015846057) 220 mailgate02.healthnet.com ESMTP ***** SMTP Ready *****
10:10 04:57 SMTP-(be2b000015846057) >EHLO Rogersbenefit.com
10:10 04:57 SMTP-(be2b000015846057) 250-mailgate02.healthnet.com
10:10 04:57 SMTP-(be2b000015846057) 250-PIPELINING
10:10 04:57 SMTP-(be2b000015846057) 250-SIZE 104857600
10:10 04:57 SMTP-(be2b000015846057) 250-ETRN
10:10 04:57 SMTP-(be2b000015846057) 250-STARTTLS
10:10 04:57 SMTP-(be2b000015846057) 250 8BITMIME
10:10 04:57 SMTP-(be2b000015846057) >MAIL FROM:<[EMAIL PROTECTED]>
10:10 04:57 SMTP-(be2b000015846057) 250 Ok
10:10 04:57 SMTP-(be2b000015846057) >RCPT To:<[EMAIL PROTECTED]>
10:10 04:57 SMTP-(be2b000015846057) 250 Ok
10:10 04:57 SMTP-(be2b000015846057) >DATA
10:10 04:57 SMTP-(be2b000015846057) 354 End data with <CR><LF>.<CR><LF>
10:10 04:57 SMTP-(be2b000015846057) >.
10:10 04:58 SMTP-(be2b000015846057) rl-recv: connection reset
10:10 04:58 SMTP-(be2b000015846057)
10:10 04:58 SMTP-(be2b000015846057) SMTP_DELIV_FAILED
10:10 04:58 SMTP-(be2b000015846057) >QUIT
10:10 04:58 SMTP-(be2b000015846057) [E] didn't send "QUIT
": connection reset10:10 04:58 SMTP-(be2b000015846057) rl-recv: connection reset

10:10 04:58 SMTP-(be2b000015846057)
10:10 04:58 SMTP-(be2b000015846057) [u] closing socket (u)
10:10 04:58 SMTP-(be2b000015846057) requeuing d:\imail\spool\QHEbe2b000015846057.VAC R0 T1
10:10 04:58 SMTP-(be2b000015846057) finished d:\imail\spool\QHEbe2b000015846057.VAC status=3


10:10 04:25 SMTP-(b67101e200000e53) [E] didn't send "Checked by AVG Anti-Virus.<br>
": connection reset10:10 04:25 SMTP-(b67101e200000e53) [X] send error 4294967295 != 32

10:10 04:25 SMTP-(b67101e200000e53) >.
10:10 04:25 SMTP-(b67101e200000e53) [E] didn't send ".
": connection reset10:10 04:25 SMTP-(b67101e200000e53) rl-recv: connection reset

10:10 04:25 SMTP-(b67101e200000e53)
10:10 04:25 SMTP-(b67101e200000e53) SMTP_DELIV_FAILED
10:10 04:25 SMTP-(b67101e200000e53) >QUIT
10:10 04:25 SMTP-(b67101e200000e53) [E] didn't send "QUIT
": connection reset10:10 04:25 SMTP-(b67101e200000e53) rl-recv: connection reset

Again, thanks for helping out.
Kevin


Kevin Rogers wrote:
I appear to be able to telnet to that address - it says 220 mailgate02.healthnet.com ESMTP ***** SMTP Ready *****


Darrell ([EMAIL PROTECTED]) wrote:
Matt wrote:

I haven't followed this thread much, but it seems fairly obvious what the the problem is related to.

When your server is connecting to the recipient's server, it fails to establish a connection with that server.  This log line indicates the likely source of the problem:

   10:08 20:18 SMTP-(f300018900000106) [x] using source IP for Rogersbenefit.com [192.168.0.4]

While you might be doing NAT on your network, it doesn't appear that this is the case here, and the failure is probably being caused by your

If he was not doing NAT he would not be able to send mail to anyone since his server is on private ip.  No ISP will route RFC1918 addresses across the public internet.  So it's doubtful its a NAT issue.

Kevin - are you able to telnet to their mailserver from any other machines on your network?

telnet 204.107.47.187 25

Darrell


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