DonPaul,
Would you mind taking a look at this error I got after following your wiki... (by the way, nice wiki very easy to follow)
Mar 31 11:10:34 dcerouter postfix/smtp[27852]: setting up TLS connection to smtp.gmail.com
Mar 31 11:10:34 dcerouter postfix/smtp[27852]: certificate verification failed for smtp.gmail.com: num=20:unable to get local issuer certificate
Mar 31 11:10:34 dcerouter postfix/smtp[27852]: SSL_connect error to smtp.gmail.com: -1
Mar 31 11:10:34 dcerouter postfix/smtp[27852]: warning: TLS library problem: 27852:error:14090086:SSL routines:SSL3_GET_SERVER_CERTIFICATE:certificate verify failed:s3_clnt.c:894:
Mar 31 11:10:34 dcerouter postfix/smtp[27852]: 211B355C266: Cannot start TLS: handshake failure
Mar 31 11:10:35 dcerouter postfix/smtp[27852]: setting up TLS connection to smtp.gmail.com
Mar 31 11:10:35 dcerouter postfix/smtp[27852]: certificate verification failed for smtp.gmail.com: num=20:unable to get local issuer certificate
Mar 31 11:10:35 dcerouter postfix/smtp[27852]: SSL_connect error to smtp.gmail.com: -1
Mar 31 11:10:35 dcerouter postfix/smtp[27852]: warning: TLS library problem: 27852:error:14090086:SSL routines:SSL3_GET_SERVER_CERTIFICATE:certificate verify failed:s3_clnt.c:894:
Mar 31 11:10:35 dcerouter postfix/smtp[27852]: 211B355C266: to=<
kallen@foo.com>, relay=smtp.gmail.com[209.85.199.111]:587, delay=1.5, delays=0.02/0.05/1.4/0, dsn=4.7.5, status=deferred (Cannot start TLS: handshake failure)