Dale Southard wrote: >> - mac.com SMTP doesn't support encrypted passwords > Are you sure? That would depend on how/which smtp service for mac.com is getting resolved. > myhost{dsouth}: telnet smtp.mac.com 25 [dt@nipnyep dt]$ dig mx mac.com ;; ANSWER SECTION: mac.com. 51m20s IN MX 10 smtp-mx.mac.com. [dt@nipnyep dt]$ telnet smtp-mx.mac.com smtp Trying 204.179.120.49... Connected to smtp-mx.mac.com. Escape character is '^]'. 220 smtp-mx.mac.com ESMTP Service ehlo foo.bar 250-smtpin04.mac.com Hello ... [xxx.xx.xxx.xx], pleased to meet you 250-ENHANCEDSTATUSCODES 250-PIPELINING 250-8BITMIME 250-SIZE 3145727 250-ETRN 250-DELIVERBY 250 HELP quit 221 2.0.0 smtpin04.mac.com closing connection -- Regards, Daryl Tester, Software Wrangler and Bit Herder, IOCANE Pty. Ltd.