So, as the topic says, I'm going to set up a self hosted email service for myself, family and friends. I know that this one is a controversial topic around here, but trust me when I say I know what I'm getting into. I've had a small hosting business for years and I've had my share of issues with microsoft and others, I know how to set things up and keep them running and so on.
However, on the business side we used both commercial solution and a dirt-cheap service with just IMAPS/SMTPS and webmail with roundcube. Commercial one (Kerio Connect, neat piece of software, check it out if you need one) is something I don't want to pay for anymore (even if their pricing is pretty decent, it's still money out from my pocket).
I know for sure I can rely to bog-standard postfix+dovecot+spamassassin -combo, and it will work just fine for plain email. However, I'd really like to have calendar and contacts in the mix as well and as I've only worked with commercial solution for the last few years I'm not up to speed on what the newest toys can offer.
I'm not that strict on anything, but the thing needs to run on linux and it must have the most basic standards supported, like messages stored on maildir-format (simplifies migration to other platform if things change), support for sieve (or other commonly supported protocol) and contacts/calendar need to work with pretty much anything (android, ios, linux, windows, mac...) without extra software on client end (*DAV excluded, those are fine in my books). And obviously the thing needs to work with imaps, smtps, dkim and other necessities, but that should be implied anyways.
I know that things like zimbra, sogo and iredmail exist, but as mentioned, it's been a while since I've played with things like that, so what are your recommendations for setup like this today?
For self-hosting, be mindful IP addresses have reputation scores and your IP needs to build them up positively. You need to have reverse DNS set, DKIM, SPF records etc for a more trusted reputation, domain reputation etc to not be flagged and sent to spam folders. I just got the $1/month Proton E-Mail for 10 addresses for 1 custom domain as I didn't feel like dealing with any of this with self hosting, but props for going the self-hosting route.
ISPs often have SMTP relay servers. If you hook into that, your mail gets instant street cred.
Amazon SES is good for this too. I use it in combination with postfix for the outbound mail. Granted it feels a bit like cheating on the whole self hosting part, at least for outbound. And I only started doing it in the past year of self hosting for 20 years. MS (Hotmail, Outlook, Office 365) was by far the biggest asshole in randomly denying delivery from my (well maintained reputation wise and well configured) outbound IP before switching to an SES relay. Fuck em, seriously. It’s not just about preventing spam, it’s clearly a strategy towards email dominance. Other big players are guilty of this too though.
Yes, you're right. But to be honest, it only took me four weeks of perseverance and a few mails to the administrators of spam lists and I had no more problems with receiving and sending mail.
If you set up your mail server correctly and also enter a postmaster address, you will be informed of any problem, no matter how small, and can address it promptly.
I was surprised at how quickly and, above all, helpfully the staff at the spam list providers respond when you write to them politely and, if necessary, ask for more background information and best practices.
It was definitely worth it for me and I would do the work and build up the knowledge again at any time. As a result, you have maximum freedom in configuration and extensive options for customizing your own workflow in dealing with emails.