I redid the whole cert process based on this thread:
[SOLVED] Expired Cert in 5.0GA can cause mail Delivery failure
It looked like it was going to work and then it gave me this:
Dec 8 16:50:55 zimbra postfix/smtpd[7793]: warning: problem talking to service rewrite: Success
Dec 8 16:50:59 zimbra postfix/smtpd[7870]: connect from messaging-200[192.168.1.151]
Dec 8 16:50:59 zimbra postfix/smtpd[7870]: setting up TLS connection from messaging-200[192.168.1.151]
Dec 8 16:50:59 zimbra postfix/smtpd[7870]: TLS connection established from messaging-200[192.168.1.151]: TLSv1 with cipher AES128-SHA (128/128 bits)
Dec 8 16:51:04 zimbra postfix/smtpd[7950]: connect from messaging-200[192.168.1.151]
Dec 8 16:51:04 zimbra postfix/smtpd[7950]: setting up TLS connection from messaging-200[192.168.1.151]
Dec 8 16:51:04 zimbra postfix/smtpd[7950]: TLS connection established from messaging-200[192.168.1.151]: TLSv1 with cipher AES128-SHA (128/128 bits)
Dec 8 16:51:24 zimbra postfix/smtpd[7959]: connect from zimbra.com[192.168.1.161]
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7974]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7974]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7974]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7974]: fatal: ldap:/opt/zimbra/conf/ldap-vad.cf(0,lock|fold_fix): table lookup problem
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7975]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7975]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7975]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7975]: fatal: ldap:/opt/zimbra/conf/ldap-vad.cf(0,lock|fold_fix): table lookup problem
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7976]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7976]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7976]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7976]: fatal: ldap:/opt/zimbra/conf/ldap-vad.cf(0,lock|fold_fix): table lookup problem
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7977]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:51:55 zimbra postfix/trivial-rewrite[7977]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:51:56 zimbra postfix/master[7498]: warning: process /opt/zimbra/postfix-2.4.3.3z/libexec/trivial-rewrite pid 7974 exit status 1
Dec 8 16:51:56 zimbra postfix/master[7498]: warning: /opt/zimbra/postfix-2.4.3.3z/libexec/trivial-rewrite: bad command startup -- throttling
Dec 8 16:51:56 zimbra postfix/smtpd[7818]: warning: problem talking to service rewrite: Success
Dec 8 16:51:56 zimbra postfix/master[7498]: warning: process /opt/zimbra/postfix-2.4.3.3z/libexec/trivial-rewrite pid 7975 exit status 1
Dec 8 16:51:56 zimbra postfix/smtpd[7793]: warning: problem talking to service rewrite: Success
Dec 8 16:51:56 zimbra postfix/smtpd[7959]: warning: problem talking to service rewrite: Connection reset by peer
Dec 8 16:51:56 zimbra postfix/master[7498]: warning: process /opt/zimbra/postfix-2.4.3.3z/libexec/trivial-rewrite pid 7976 exit status 1
Dec 8 16:51:56 zimbra postfix/smtpd[7950]: warning: problem talking to service rewrite: Connection reset by peer
Dec 8 16:52:07 zimbra zmmailboxdmgr[8170]: status requested
Dec 8 16:52:07 zimbra zmmailboxdmgr[8170]: status OK
Dec 8 16:52:56 zimbra postfix/trivial-rewrite[8353]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:52:56 zimbra postfix/trivial-rewrite[8353]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:52:56 zimbra postfix/trivial-rewrite[8353]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:52:56 zimbra postfix/trivial-rewrite[8353]: fatal: ldap:/opt/zimbra/conf/ldap-vad.cf(0,lock|fold_fix): table lookup problem
Dec 8 16:52:56 zimbra postfix/trivial-rewrite[8354]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:52:56 zimbra postfix/trivial-rewrite[8354]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error
Dec 8 16:52:56 zimbra postfix/trivial-rewrite[8354]: error: dict_ldap_connect: Unable to set STARTTLS: -11: Connect error