The issues with IP reputation, and mail providers like Microsoft and Google choosing to make massive, sweeping email blackholes with no recourse are the real problem.

Hosting your own email is not really all that hard.

It does require some understanding of how SMTP works, and how to avoid things like backscatter - but its all very tractable.

I run my own mailserver on Linode. Granted it is a single user instance, and I don’t send that much email, but I have had very few issues.

The few times I have had an issue is usually places just flat out not accepting email addresses with custom domains. (Looking at you, AutoZone… Looking at you.)

I really like https://karakeep.app/.

I have it plugged into a local Ollama instance for automatic tagging of articles.