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A perfect email setup (for me) |
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./cover.png | 2023-01-27T13:00:36-05:00 |
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I've never been satisfied with any of the email clients most people use. I've
tried Thunderbird,
Evolution,
Mailspring,
Mail.app, Roundcube,
SOGo, Geary, and many
more. None of them handle multiple accounts particularly well because all of
the emails associated with that account are bound within it. Sure, you can make
a new folder somewhere called TODO
and move all of your actionable emails to
that folder but, when you go to move actionable emails from another account
into that folder, you'll likely find that the client simply doesn't let you. If
it does, when you reply, it will likely be sent from the wrong account. This is
a limitation of the IMAP protocol; everything is managed locally but changes
are pushed to the remote server and mixing things the way I want leads to broken
setups.
Before I go any further, these are a few characteristics of my ideal email tool.
- Support for multiple accounts (obviously)
- Native desktop application (not Electron)
- Has stellar keyboard shortcuts
- Doesn't require internet connectivity (other than downloading and sending of course)
- Organisation can be done with tags
Why tags?
Because they're better. Hierarchies are useful for prose and code but not for
files, emails, notes, or anything where an item may fit within multiple
categories. Imagine you get an email from your Computer Science professor that
includes test dates, homework, and information about another assignment. In that
same email, he asks every student to reply with something they learned from the
previous class as a form of attendance. In a hierarchy, the best place for this
might just be a TODO
folder even though it would also fit under School
,
CS
, Dates
, To read
, and Homework
. Maybe you have a few minutes and want
to clear out some emails that don't require any interaction. In a tag-based
workflow, this would be a good time to open To read
, get that email out of the
way, and remove the To read
tag. It would still show up under the other tags
so you can find it later and take the time to fully answer the professor's
question, add those dates to your calendar, and add the homework assignments to
your TODO
list. Hierarchies can be quite cumbersome to work with, especially
when one folder ends up getting all the data. Tags ensure that you only see what
you want when you want it. Tags are more efficient and they will remain my
organisation system of choice.
The tools
In short, the tools we will be using are...
mbsync
to download our emailsnotmuch
, the primary way emails will be organisedafew
to apply initialnotmuch
tags based on subject, sender, recipient, etc.- NeoMutt to interact with those emails, reply, compose, add/remove tags, etc.
msmtp
for relaying our replies and compositions to our mail provider
Yes, it's a lot. Yes, it's time-consuming to set up. Yes, it's worth it (in my opinion).
mbsync
As I said above, IMAP is limiting; we need to use some other method of downloading our emails. There's an awesome piece of software called mbsync which is built for exactly this purpose. Its configuration can be rather daunting if you have as many accounts as I do (19) but it's not terrible.
The following sections are named Near, Far, and Sync. Near and Far are terms mbsync uses to profile how your emails are stored, where they're stored, and how to interact with them. In this guide, Far will our mail provider's IMAP server and Near will be our local Maildir.
Far
IMAPAccount amo_ema
Host imap.nixnet.email
CertificateFile /etc/ssl/certs/ca-certificates.crt
SSLType STARTTLS
User amolith@nixnet.email
PassCmd "secret-tool lookup Title amolith@nixnet.email"
IMAPStore amo_ema-remote
Account amo_ema
Near
MaildirStore amo_ema-local
SubFolders Verbatim
Path ~/new-mail/amo_ema/
Inbox ~/new-mail/amo_ema/INBOX/
In the first block, localrepository
and remoterepository
tell OfflineIMAP
where to look for your emails. use_exa-local
is an arbitrary naming scheme I
use to differentiate between the various local and remote accounts. It can
easily be swapped with something else.
Sync
Channel amo_ema
Far :amo_ema-remote:
Near :amo_ema-local:
SyncState *
Patterns *
Create Both
The repository sections describe how the emails are stored or retrieved. In the
local
block, you'll notice that the type is Maildir
. In this format, each
email is given a unique filename and stored in a hierarchy of folders within
your account. This is often how your emails are stored on your provider's mail
server.
pythonfile
is used here to authenticate with the remote server. This can be
complicated and depends entirely on how you manage your passwords. I use
KeePassXC and love it. When I set OfflineIMAP up,
however, it didn't have libsecret
compatibility. This would have made setup
significantly easier but, as it already just works™, I don't really see a reason
to change it.
This new feature allows libresecret
-based applications to query KeePassXC for
your passwords or store them there on your behalf. CLI/TUI applications that
need a secure mechanism for background authentication can use secret-tool lookup Title "TITLE_OF_PASSWORD"
as the password command. See the pull
request for more
details. Because this wasn't a feature when I first set it up, I put my
passwords in plaintext files and encrypted them with the GPG key stored on my
YubiKey. As long as my key is plugged in, OfflineIMAP can authenticate and
download all my emails just fine. The process for using a GPG key not stored
on a hardware token is pretty much the same and I'll talk about that process
instead.
These are the contents of my ~/.offlineimap.py
.
#! /usr/bin/env python2
from subprocess import check_output
def get_pass(account):
return check_output(["gpg", "-dq", f" ~/.mail_pass/{account}.gpg"]).strip("\n")
This runs gpg -dq ~/.mail_pass/use_exa.gpg
then strips the newline character
before returning it to OfflineIMAP. -d
tells GPG that you're passing it a file
you want decrypted and -q
tells it not to give any output other than the
file's contents. For a setup that works with this Python script, put your
passwords in plaintext files with the account name as the file name (e.g.
use_exa
). You'll then encrypt it with gpg -er <YOUR_KEY_ID> use_exa
. Running
gpg -dq use_exa.gpg
should display your password. Repeat for every account and
store the resulting files in ~/.mail_pass/
.
The other option, sync_deletes
, is whether or not to delete remote emails that
have been deleted locally. I enabled that because I want to have easy control
over how much remote storage is used.
Here's the next block again so you don't have to scroll up:
[Repository use_exa-remote]
type = IMAP
remotehost = imap.example.com
starttls = yes
ssl = no
remoteport = 143
remoteuser = user@example.com
remotepasseval = get_pass("use_exa")
auth_mechanisms = GSSAPI, XOAUTH2, CRAM-MD5, PLAIN, LOGIN
maxconnections = 1
createfolders = True
sync_deletes = yes
This one's pretty self-explanatory. type
, remotehost
, starttls
, ssl
, and
remoteport
should all be somewhere in your provider's documentation.
remoteuser
is your email address and remotepasseval
is the function that
will return your password and allow OfflineIMAP to authenticate. You'll want
enter the name of your password file without the .gpg
extension; the script
takes care of adding that. Leave auth_mechanisms
alone and the same for
maxconnections
unless you know your provider won't rate limit you or something
for opening multiple connections. sync_deletes
is the same as in the previous
block.
Copy those three blocks for as many accounts as you want emails downloaded from.
I have 510 lines just for Account
and Repository
blocks due to the number of
address I'm keeping track of.
notmuch
notmuch
is a fast, global-search, and tag-based
email system. This what does all of our organisation as well as what provides
the "virtual" mailboxes NeoMutt will display later on. Configuration is
incredibly simple. This file goes in ~/.notmuch-config
.
[database]
path=/home/user/mail/
[user]
name=Amolith
primary_email=user@example.com
[new]
tags=unread;new;
ignore=Trash;
[search]
exclude_tags=deleted;spam;
[maildir]
synchronize_flags=true
First section is the path to where all of your archives are, the [user]
section is where you list all of your accounts, [new]
adds tags
to mail
notmuch hasn't indexed yet and ignores indexing the Trash
folder, and
[search]
ignores mail tagged with deleted
or spam
. The final section tells
notmuch
to add maildir flags which correspond with notmuch
tags. These flags
will be synced to the remote server the next time OfflineIMAP runs and things
will be somewhat organised in your webmail interface.
After creating the configuration file, run notmuch new
and wait for all of
your mail to be indexed. This could take a short amount of time or it could take
minutes up to an hour, depending on how many emails you have. After it's
finished, you'll be able to run queries and see matching emails:
$ notmuch search from:user@example.com
thread:0000000000002e9d December 28 [1/1] Example User; Random subject that means nothing
This is not terribly useful in and of itself because you can't read it or reply to it or anything. That's where the Mail User Agent (MUA) comes in.
afew
afew
is an initial tagging script
for notmuch. After calling notmuch new
, afew
will add tags based on headers
such as From:
, To:
, Subject:
, etc. as well as handle killed threads and
spam. The official quickstart
guide is probably the
best resource on getting started but I'll include a few tips here as well.
NeoMutt
msmtp
msmtp
is what's known as a Mail Transfer Agent (MTA). You throw it an email
and it will relay that to your mail provider's SMTP server so it can have the
proper headers attached for authentication, it can be sent from the proper
domain, etc. All the necessary security measures can be applied that prevent
your email from going directly to spam or from being rejected outright.
msmtp
's configuration is also fairly simple if a bit long, just like
OfflineIMAP's.
# Set default values for all following accounts.
defaults
# Use the mail submission port 587 instead of the SMTP port 25.
port 587
# Always use TLS.
tls on
This section just sets the defaults. It uses port 587 (STARTTLS) for all SMTP servers unless otherwise specified and enables TLS.
account user@example.com
host smtp.example.com
from user@example.com
auth on
user user@example.com
passwordeval secret-tool lookup Title "user@example.com"
This section is where things get tedious. When passing an email to msmtp
, it
looks at the From:
header and searches for a block with a matching from
line. If it finds one, it will use those configuration options to relay the
email. host
is simply the SMTP server of your mail provider, sometimes this is
mail.example.com
, smtp.example.com
, etc. I've already explained from
,
auth
simply says that a username and password will have to be provided, user
is that username, and passwordeval
is a method to obtain the password.
When I got to configuring msmtp
, KeePassXC had just
released their libsecret
integration and I wanted to try it. secret-tool
is
a command line tool used to store and retrieve passwords from whatever keyring
you're using. I think KDE has kwallet
and GNOME has gnome-keyring
if you
already have those set up and want to use them; the process should be quite
similar regardless.
As mentioned above secret-tool
stores and retrieves passwords. For retrieval,
it expects the command to look like this.
secret-tool lookup {attribute} {value} ...
I don't know what kwallet
and gnome-keyring
's attributes are but this can be
used with KeePassXC by specifying the Title
attribute. If the password to your
email account is stored in KeePassXC with the address as the entry title, you
can retrieve it by simply running...
secret-tool lookup Title "user@example.com"
If you have a different naming system, you'll have to experiment and try different things; I don't know what KeePassXC's other attributes are so I can't give other examples.
passwordeval gpg -dq ~/.mail_pass/use_exa.gpg
Now that the whole block is assembled, copy/paste/edit for as many accounts as you want to send email from.