Hi,
I'm trying to finish the configiuration of my SBS 2011 server and it almost all works, including receiving email from outside, sending/receiving email internally. I have an externally signed certificate for mydomain.com and I have re-run the SmartHost configuration wizard with it. The problem seams to be that it still can't authenticate to outbound.mailhop.org.....but perhaps I wrong...
Note: my ISP blocks port 25 so I use 10025
Here's the santinized sendsmtp log:
005Z,Windows SBS Internet Send,08CF884308B0EAF5,0,,204.13.248.71:10025,*,,attempting to connect
036Z,Windows SBS Internet Send,08CF884308B0EAF5,1,my_ip_addr:58960,204.13.248.71:10025,+,,
114Z,Windows SBS Internet Send,08CF884308B0EAF5,2,my_ip_addr:58960,204.13.248.71:10025,<,"220-mho-01-ewr.mailhop.org ESMTP Exim 4.72 Tue, 20 Nov 2012 11:19:41 +0000",
114Z,Windows SBS Internet Send,08CF884308B0EAF5,3,my_ip_addr:58960,204.13.248.71:10025,<,220- This is a private server for Dyn Standard SMTP customers.,
114Z,Windows SBS Internet Send,08CF884308B0EAF5,4,my_ip_addr:58960,204.13.248.71:10025,<,220- .....,
114Z,Windows SBS Internet Send,08CF884308B0EAF5,5,my_ip_addr:58960,204.13.248.71:10025,<,220 All Access Is Logged. Authorized Users Only.,
114Z,Windows SBS Internet Send,08CF884308B0EAF5,6,my_ip_addr:58960,204.13.248.71:10025,>,EHLO zosconsulting.com,
145Z,Windows SBS Internet Send,08CF884308B0EAF5,7,my_ip_addr:58960,204.13.248.71:10025,<,250-mho-01-ewr.mailhop.org Hello *-*.cpe.net.cable.rogers.com [my_ip_addr],
145Z,Windows SBS Internet Send,08CF884308B0EAF5,8,my_ip_addr:58960,204.13.248.71:10025,<,250-SIZE 52428800,
145Z,Windows SBS Internet Send,08CF884308B0EAF5,9,my_ip_addr:58960,204.13.248.71:10025,<,250-PIPELINING,
145Z,Windows SBS Internet Send,08CF884308B0EAF5,10,my_ip_addr:58960,204.13.248.71:10025,<,250-AUTH PLAIN LOGIN,
145Z,Windows SBS Internet Send,08CF884308B0EAF5,11,my_ip_addr:58960,204.13.248.71:10025,<,250-STARTTLS,
145Z,Windows SBS Internet Send,08CF884308B0EAF5,12,my_ip_addr:58960,204.13.248.71:10025,<,250 HELP,
145Z,Windows SBS Internet Send,08CF884308B0EAF5,13,my_ip_addr:58960,204.13.248.71:10025,>,STARTTLS,
176Z,Windows SBS Internet Send,08CF884308B0EAF5,14,my_ip_addr:58960,204.13.248.71:10025,<,220 TLS go ahead,
176Z,Windows SBS Internet Send,08CF884308B0EAF5,15,my_ip_addr:58960,204.13.248.71:10025,*,,Sending certificate
176Z,Windows SBS Internet Send,08CF884308B0EAF5,16,my_ip_addr:58960,204.13.248.71:10025,*,"CN=mydomain.com, OU=Domain Control Validated....
176Z,Windows SBS Internet Send,08CF884308B0EAF5,17,my_ip_addr:58960,204.13.248.71:10025,*,"CN=Certificate issuer....
176Z,Windows SBS Internet Send,08CF884308B0EAF5,18,my_ip_addr:58960,204.13.248.71:10025,*,08E1F3,Certificate serial number
176Z,Windows SBS Internet Send,08CF884308B0EAF5,19,my_ip_addr:58960,204.13.248.71:10025,*,77D95E552691D9725BBDE2D81821F2FE57C3489F,Certificate thumbprint
176Z,Windows SBS Internet Send,08CF884308B0EAF5,20,my_ip_addr:58960,204.13.248.71:10025,*,mydomain.com,Certificate alternate names
301Z,Windows SBS Internet Send,08CF884308B0EAF5,21,my_ip_addr:58960,204.13.248.71:10025,*,,Received certificate
301Z,Windows SBS Internet Send,08CF884308B0EAF5,22,my_ip_addr:58960,204.13.248.71:10025,*,FBDC00FE02A112B0614B151A99D407BAF0991A70,Certificate thumbprint
301Z,Windows SBS Internet Send,08CF884308B0EAF5,23,my_ip_addr:58960,204.13.248.71:10025,>,EHLO mydomain.com,
332Z,Windows SBS Internet Send,08CF884308B0EAF5,24,my_ip_addr:58960,204.13.248.71:10025,<,250-mho-01-ewr.mailhop.org Hello *-*.cpe.net.cable.rogers.com [174.114.3.245],
332Z,Windows SBS Internet Send,08CF884308B0EAF5,25,my_ip_addr:58960,204.13.248.71:10025,<,250-SIZE 52428800,
332Z,Windows SBS Internet Send,08CF884308B0EAF5,26,my_ip_addr:58960,204.13.248.71:10025,<,250-PIPELINING,
332Z,Windows SBS Internet Send,08CF884308B0EAF5,27,my_ip_addr:58960,204.13.248.71:10025,<,250-AUTH PLAIN LOGIN,
332Z,Windows SBS Internet Send,08CF884308B0EAF5,28,my_ip_addr:58960,204.13.248.71:10025,<,250 HELP,
332Z,Windows SBS Internet Send,08CF884308B0EAF5,29,my_ip_addr:58960,204.13.248.71:10025,>,AUTH LOGIN,
363Z,Windows SBS Internet Send,08CF884308B0EAF5,30,my_ip_addr:58960,204.13.248.71:10025,<,334 <authentication information>,
363Z,Windows SBS Internet Send,08CF884308B0EAF5,31,my_ip_addr:58960,204.13.248.71:10025,>,<Binary Data>,
395Z,Windows SBS Internet Send,08CF884308B0EAF5,32,my_ip_addr:58960,204.13.248.71:10025,<,334 <authentication information>,
395Z,Windows SBS Internet Send,08CF884308B0EAF5,33,my_ip_addr:58960,204.13.248.71:10025,>,<Binary Data>,
426Z,Windows SBS Internet Send,08CF884308B0EAF5,34,my_ip_addr:58960,204.13.248.71:10025,<,535 Incorrect authentication data,
426Z,Windows SBS Internet Send,08CF884308B0EAF5,35,my_ip_addr:58960,204.13.248.71:10025,>,QUIT,
457Z,Windows SBS Internet Send,08CF884308B0EAF5,36,my_ip_addr:58960,204.13.248.71:10025,<,221 mho-01-ewr.mailhop.org closing connection,
I'm I correct in that the certificates are OK but the authentication fails? How do I display the AuthenticationCredentials sub-object of the SendConnector obj in PS?
Thanks for the Help