I'm using openbsd with dovcot, opensmtpd on a pi. I used mailhardener to get it scoring well. I've had no issues with it getting flagged.
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I don't. But I do have my domain and use a hosted solution, so I'm kind of independent and own my data.
I used to run an OpenBSD mailserver for my personal email address for a few years. It wasn't that difficult to setup, more tedious and annoying than anything. I stopped doing it when I started searching for a job as I was too paranoid about my emails getting rejected without me knowing about it. I don't send many emails, but when I do send them I want to know they are getting to where they need to go. I know I was never blocked by gmail, but I couldn't be sure about other providers.
Now I just use my domain name as a catchall on mailbox.org and access it using offlineimap. All my emails are saved and backed up, so switching providers is no problem at all.
That seems like the route I need to take, get a domain name and just use a mail service.
It might be time I start working on a personal website.
Infomaniak has pretty nice free email server options that you can link your domain to. They are a Switzerland based company which is known for having the best privacy laws around.
Jep. running a linux mailserver for now 20+ years
its now running postfix :-), in a vm on proxmox...
Proxmox is awesome. Sort of the answer to most of my server wants.
I setup my own instance and went with the free mail tier on brevo.com. They allow 300 relays per 24 hour period on the free tier. Their email stats and tracking looks decent too.
Prior to that I had setup my own postfix server, and while it worked fine, emails to gmail accounts were not getting through.
I ran email server with Mailcow Docker. Easiest way I have found. It is perfect to host your own mailbox but as other have said, the sending from your IP might just get blocked by other big mail servers. Luckily Mailcow allows you to use it as a SMTP relay and you can route outbound mail through the well known SMTP services.