True. I kinda dodged that problem by having a personal .net domain that’s older than wikipedia.org. My understanding is that you can raise your domain’s reputation with some work.

Honestly the most important thing I use my domain for is easy-to-delete mailboxes and aliases to give to companies and contacts. That’s just incoming email.

For outgoing, there are services that let you send them an email and receive a report on any mistakes or misconfgurations they notice. I followed the first tutorial I found that didn’t seem like it was just advertising “see how hard email is? Looks impossible doesn’t it? Why not pay us instead.” Ended up being at linuxbabe dot com, run by Guoan Xiao, with part one titled “Build Your Own Email Server on Ubuntu: Basic Postfix Setup”. No links but search engines find it.

Big difference is I use OpenLDAP/slapd, and I put different components on different VMs. Took maybe a couple weeks of free time here and there, but I’m proud to say my outgoing emails seem to be accepted everywhere. Not that I send many, really.

Eventually planning on implementing filtering for terms and conditions updates for long-forgotten sign ups. I would like those to bounce.