Warning: New Outlook sends passwords, mails and other data to Microsoft | mailbox.org

bbbhltz@beehaw.org to Technology@beehaw.org – 336 points –
Warning: New Outlook sends passwords, mails and other data to Microsoft | mailbox.org
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PSA: mailbox.org has a great, privacy focused email service.

I went on a trawl on email security and privacy.

It doesn't fucking exist.

Regular mails w/e sure

But I'm never talking to someone via email again.

Agreed, but unfortunately, unless they implement VJOURNAL in their caldav implementation, I'll probably switch to Fastmail when my prepay is up.

Fastmail is a great provider, very happy customers, but with them being in a five eyes country, I don't trust them. But it's only email which is a nightmare protocol regarding privacy anyways so I don't really care.

Encryption + POP should be part of every privacy conscious person's repertoire.

Privacy-focused email doesn't truly exist, since it's likely 90%+ of people you email are probably using Gmail, Hotmail/Outlook, or Yahoo. Companies like Gmail/Google could still build a profile of you if they wanted to, by collecting all the threads you're a participant in.

The best you can do is self-host your mailbox (e.g. Using Mailcow) with an encrypted file system (e.g. using LUKS), but you'd still need to use an SMTP gateway to ensure deliverability, so it's going to be relayed through, and ultimately end up at, some third-party you have no control over. Some third-parties don't even have TLS enabled for their email servers.

You shouldn't think of email as a private or secure communication mechanism unless you're encrypting your emails.