[There's a reason that Yoda is the unofficial mascot of SBS.  Size indeed matters not.] SSL on SMTP - THE OFFICIAL BLOG OF THE SBS "DIVA"
Friday, September 21, 2007 12:07 PM bradley

SSL on SMTP

 So you got the notice from SBCglobal that you need to use SSL... and you are using popconnector and Smarthost. 

http://msmvps.com/blogs/bradley/archive/2007/05/31/using-pop-connector-with-at-amp-t-yahoo.aspx

Well on the inbound we can get around that with popbeamer.com rather than the built in pop connector. 

Outbound however, doesn't look so good.  Read this thread: 

SBS2003 Exchange SMTP Connector and SSL w/ AT&T/SBC internet - microsoft.public.windows.server.sbs | Google Groups:
http://groups.google.com/group/microsoft.public.windows.server.sbs/browse_thread/thread/dd5c0a8ac7e3ea01/bc989e8a65bcbd34?lnk=st&q=smtp+connector+ssl+smarthost&rnum=4#bc989e8a65bcbd34

I think you will need to smarthost to something like godaddy's servers or Exchangedefender.com

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# re: SSL on SMTP

Monday, September 24, 2007 10:37 AM by AnonymousDog

This can be handled with stunnel.