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Question about SSL certs, subdomains and multiple servers

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- iRedMail version: 0.4.1
- Store mail accounts in which backend (LDAP/MySQL/PGSQL): MySQL
- Linux/BSD distribution name and version: Debian 7

So here's the thing, I have had a VPS that hosts websites for a long time, and now I'm starting to work with email so I got a new VPS and installed iRedMail.

The hostname for the iRedMail is mailserver1.mymaindomail.com. The A records for mymaindomain.com points to my webserver and the A record for mailserver1.mymaindomain.com points to the mailserver.

When I add a new domain I create a new A record mail.newdomain.com that points to the mailserver ip, and I add a mx record pointing to mail.newdomail.com.

Everything about the mail work flawlessly, however I want to add security using SSL and I'm also having some warnings from the e-mail clients (image attached):

So here are a few questions:

1. How can I get rid of the security warning, should I get SSL for every subdomain I add to de mail service or a SSL for mailserver1.mymaindomain.com would do?
2. Is this setup done the right way considering that the customer can access RoundCubeMail using their own subdomain?
3. How can I tell the e-mail clients that the smtp port is 587 and not 25 (some clients can't find it until I manually add it)?

Thanks in advance for your assistance.


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