Even though this system makes it easy to set up an email server, running your own email system is still not easy and this is mainly due to the huge amount of collatoral damage caused by spammers over a long period of time, which in turn is due to the inherent insecurity of email protocols which enabled spam to become a big problem. Email is still very popular though and most internet services require that you have an email address in order to register.

In using an email address hosted on your own system you will quite likely find that it is blocked and bounced by other popular email systems. Such blocking is almost never based upon any evidence that your system is actually producing spam and usually it's just because your IP address happens to be within a certain range. Rather arrogantly many of the anti-spam rule sets assume that if an email is sent from an IP address range which is "residential" (i.e. not a company or other organisation) then it must therefore be spam.

So if you want to use your own email address hosted on your own system you do need to be prepared to encounter some difficulties and annoyances. Sadly, often these annoyances will be unsolvable and are not a matter of using different software or configuring things differently.

Port 465 is used for SMTP and this is supposedly deprecated for secure email. However, using TLS from the start of the communications seems far more secure than starting off with insecure communications and then trying to upgrade it with a command to begin TLS, as happens with STARTTLS. There are possible attacks against STARTTLS in which the command to begin secure communications is removed or overwritten which could then result in email being transferred in plain text over the internet and be readable by third parties.

From http://motherboard.vice.com/read/email-encryption-is-broken:

The researchers also uncovered mass scale attacks of STARTTLS sessions being stripped of their encryption. That attack itself isn't new: internet service providers sometimes do it to monitor users; organizations may use it to keep an eye on employees; or it may come from a malicious actor

If you didn't use existing GPG keys during the Freedombone installation then you'll need to add a password to your newly generated private key. This is highly recommended. Go through the following sequence of commands to ssh into the Freedombone and then change your GPG password.

ssh username@domainname -p 2222
gpg --edit-key username@domain
passwd
save
quit
exit

Having a password on your GPG key will prevent someone from reading your email even if your server gets lost or stolen or if someone else has physical access to it. Make the password something long and unlikely to be guessable or vulnerable to a brute force dictionary attack.

If you havn't already then you should publish your GPG public key so that others can find it.

ssh username@domainname -p 2222
gpg --send-keys username@domainname
exit

Mutt is a terminal based email client which comes already installed onto the Freedombone. To access it you'll need to access it via ssh with:

ssh username@domainname -p 2222

If you're using Windows there is an ssh client called putty, on Linux just open a terminal and enter the above command with your username and domain name. On Android you can use the ConnectBot app with the hostname username@domain:2222

Once you have logged in via ssh then just type mutt. Like most terminal programs mutt is quite easy once you've learned the main keys.

Some useful keys to know are:

To use the address book system open an email by pressing the enter key on it and then to add the sender to the address list press the A key. It will ask you for an alias which may be used the next time you want to send a mail. Alternatively you may just edit the ~/.mutt-alias file directly to add email addresses.

One of the most common things which you might wish to do is to send an email. To do this first press m to create a new message. Enter the address to send to and the subject, then after a few seconds the Emacs editor will appear with a blank document. Type your email then press CTRL-x CTRL-s to save it and CTRL-x CTRL-c to exit. You will then see a summary of the email to be sent out. Press y to send it and then enter your GPG key passphrase (the one you gave when creating a PGP/GPG key). The purpose of that is to add a signature which is a strong proof that the email was written by you and not by someone else.

When reading emails you will initially need to enter your GPG password. It will be retained in RAM for a while afterwards.

Another common way in which you may want to access email is via Thunderbird (also known as Icedove on Debian). This may be especially useful if you're trying to convert former Windows users who may previously have been using some version of Outlook.

The following instructions should be carried out on the client machines (laptop, etc), not on the BBB itself.

To subscribe to a mailing list log in as your user (i.e. not the root user).

ssh username@domainname -p 2222
freedombone-addlist -l <mailing list name> -s <subject tag> -e <list email address>
exit

The subject tag should be the word or phrase which appears within the brackets in the subject line of emails from the mailing list. The mailing list name should be something short so that it is readable within the left side column of the mutt email client, and contain no spaces. You can also use the freedombone-rmlist if you wish not to show a particular list within Mutt.

Similar to adding mailing list folders you can also add specified email addresses into a group/folder.

ssh username@domainname -p 2222
freedombone-addemail -e <email address> -g <group name>
exit

The group name should be something short so that it is readable within the left side column of the mutt email client, and not contain any spaces. You can also use the freedombone-rmemail command to remove an email address rule.

It is possible to ignore incoming emails if they are from a particular email address or if the subject line contains particular text.

ssh username@domainname -p 2222
freedombone-ignore -e baduser@baddomain
exit

Or:

ssh username@domainname -p 2222
freedombone-ignore -t "make $$$ now!"
exit

You can also reverse this by using the freedombone-unignore command with the same options.

If you want to set up a public mailing list then when installing the system remember to set the PUBLIC_MAILING_LIST variable within freedombone.cfg to the name of your list. The name should have no spaces in it. Public mailing lists are unencrypted so anyone will be able to read the contents, including non subscribers.

To subscribe to your list send a cleartext email to:

mymailinglistname+subscribe@domainname

Tip: When using the Mutt email client if you want to send an email in cleartext then press p (for PGP) on the sending screen and select clear. Unsecure email is treated as being the exception rather than the default.¹