Like it or not, email is a critical part of our digital lives. It’s how we sign up for accounts, get notifications, and communicate with a wide range of entities online. Critics of email rightfully point out that email suffers from a significant number of flaws that make it less than ideal, but that doesn’t change the current reality. In light of that reality, I believe that an encrypted email provider is a must-have for everyone in today’s age of rampant data breaches, insider threats, warrantless police access, and targeted advertising. If I can get access to your emails, I can get a range of sensitive information including where you bank (to craft more convincing phishing attacks), information about pets (I get notifications each year from the vet for my cats’ annual checkups), calendar reminders, news announcements from family, support tickets from services you use, and more. In a worse case scenario, if I get access to the account itself, it’s trivial to simply issue password reset requests for nearly any of those accounts, have it to sent to said compromised email account, and gain access to a wide number of other accounts you use – from banking to shopping and more – for any number of reasons. So this week, let’s look into the top encrypted email providers The New Oil recommends and their features to help decide which one is right for you.
Has anyone tried self-hosting on a NAS or similar? I’d be interested to hear the practicalities of it, I imagine it’s not exactly set or forget, and the realities of the enshittified internet present some obstacles, like ending up in spam filters etc.
A mail server is often mentioned as the first thing you don’t wanna bother with hosting yourself
I think it would fun to try it
I did some more research after your comment and it does indeed sound like it’s not for the feint of heart.
Spam seems to be one of the biggest challenges, both incoming and outgoing. For incoming, it’s a constant arms race with spammers to circumvent spam filtering techniques. But at least that’s something you have control over, you can just turn off your spam filtering and ensure you receive all important email. The real problem is ending up in other people’s spam filters, which you have very little control over once you’ve decided on your mail server domain/certificate.
The crux of the issue seems to be that SMTP is ancient insecure tech designed for an innocent era when email was for universities only. We desperately need a more secure open source email protocol designed for the modern era, but capitalism isn’t having it - instead we’ve got corporations wrestling for control of the next big thing with proprietary protocols… Discord, Slack etc. And big tech companies that continue using SMTP (Gmail, Outlook etc.) simply treat any servers outside their sphere with a high level of suspicion.
it works fine IMO as long as you don’t happen to have an IP with a bad reputation, but you’ll likely need a VPS or similar as most home ISPs don’t allow mail server or even incoming tcp ports