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traceroute -p 25 googe.com
traceroute to googe.com (22.214.171.124), 30 hops max, 38 byte packets
1 FL-ESR1-216-196-160-1.fuse.net (126.96.36.199) 9.477 ms 5.610 ms 5.882 ms
2 ws-osr1-g3-1.10.zoomtown.com (188.8.131.52) 6.645 ms 6.279 ms 6.587 ms
MPLS Label=432 CoS=0 TTL=1 S=1
3 sw2-g3-15.core.fuse.net (184.108.40.206) 5.768 ms 5.843 ms 6.135 ms
4 core4-g2-0.core.fuse.net (220.127.116.11) 5.926 ms 5.506 ms 6.135 ms
5 ge-5-1.hsa2.Cincinnati1.Level3.net (18.104.22.168) 12.588 ms 12.691 ms 12.683 ms
6 so-5-0-0.mp1.Cincinnati1.Level3.net (22.214.171.124) 12.748 ms 12.633 ms 12.263 ms
7 ae-0-0.bbr1.Chicago1.Level3.net (126.96.36.199) 22.648 ms so-2-0-1.bbr2.Chicago1.Level3.net (188.8.131.52) 12.578 ms ae-0-0.bbr1.Chicago1.Level3.net (184.108.40.206) 13.143 ms
8 ae-24-52.car4.Chicago1.Level3.net (220.127.116.11) 12.653 ms ae-14-53.car4.Chicago1.Level3.net (18.104.22.168) 12.358 ms ae-24-52.car4.Chicago1.Level3.net (22.214.171.124) 12.891 ms
9 att-level3-oc48.Chicago1.Level3.net (126.96.36.199) 31.384 ms att-level3-oc48.Chicago1.Level3.net (188.8.131.52) 32.566 ms 32.876 ms
10 tbr2-p012201.cgcil.ip.att.net (184.108.40.206) 53.091 ms 54.214 ms 54.570 ms
MPLS Label=31986 CoS=0 TTL=1 S=1
11 tbr2-cl7.sl9mo.ip.att.net (220.127.116.11) 53.165 ms 53.300 ms 54.103 ms
MPLS Label=31710 CoS=0 TTL=1 S=1
12 tbr1-cl24.sl9mo.ip.att.net (18.104.22.168) 51.812 ms 51.966 ms 50.981 ms
MPLS Label=31577 CoS=0 TTL=1 S=1
13 tbr2-cl6.dlstx.ip.att.net (22.214.171.124) 51.069 ms 51.302 ms 51.353 ms
MPLS Label=32509 CoS=0 TTL=1 S=1
14 tbr2-cl1592.phmaz.ip.att.net (126.96.36.199) 51.421 ms 51.063 ms 51.413 ms
MPLS Label=30828 CoS=0 TTL=1 S=1
15 188.8.131.52 (184.108.40.206) 49.589 ms 49.535 ms 48.701 ms
16 220.127.116.11 (18.104.22.168) 50.163 ms 49.543 ms 50.273 ms
17 mdf1-bi8k-2-eth-1-5.phx1.attens.net (22.214.171.124) 50.467 ms 50.693 ms 50.908 ms
18 126.96.36.199 (188.8.131.52) 49.152 ms 50.243 ms 49.721 ms
Unfortunantly, I don't have much more information for you right now. I will ask around and see if I can't some up with something. Keep an eye on this thread and I will let you know if I find out something. If you figure it out on your own, let me know becuase I'm kind of curious now.
Can you see if the messages you're trying to send are queued with the "mailq" command? If you do "echo "/mx pomeroy.com"|/usr/sbin/sendmail -bt" it should return the three mailserver addresses for the domain. Can you telnet to any and all of them on port 25?