Email is an open system, right? Anyone can send a message to anyone… unless they are on Gmail! School Interviews uses two email servers t…

  • And this is happening after SPF, DKIM and DMARC provided a solution to the spam problem.

    Any mail system can remove practically all spam by insisting messages conform to those three standards

    But that is not true at all. Spammers can easily send mail with all proper SPF, DKIM and DMARC records and signatures. A lot of spam is and will be sent like that. Those extensions do not make spam impossible, they just make it easier to track and block.

    But this does not change the point of the article – in this case it is a specific domain sending very specific non-spam messages. SPF/DKIM/DMARC prove it is not someone else – GMail has no ground for blocking these (unless were are not told something).

    And GMail has been breaking mail for years now. E.g. I hate them for breaking message threading by ignoring threading headers and forcing own view on how messages should be grouped.

  • In my experience Office 365 is even harder to deliver to. The email envelope can be in perfect shape and sent via sendgrid (their recommended partner) and it will still silently drop mails for no obvious reason and if it does deign to deliver them it will often mark them junk.

    I’m only sending low volume transactional emails. The amount of time I have to spend tweaking the email content just to persuade Microsoft to deliver the mail is absurd.

    • In my experience Office 365 is even harder to deliver to.

      Yep, this is my experience as well.

      I’ve had some issues with google, but at least they tend to put them in Junk, or tell me the messages are being rejected.

      Microsoft will give me a 250 message, and then route the message to /dev/null.

      That’s contrary to the RFCs, and really annoying. Since it doesn’t end up in Junk, the receiver can’t say ‘not junk’, and since it doesn’t bounce, the sender thinks it has been sent.

      I’m signed up for Microsofts junk mail reporting, and when this happens the UI shows no issues with my ip, and doesn’t admit to any e-mail filtering. The only way I can detect it is by sending messages to my test accounts, or waiting for users to yell.

      Fwiw, anyone else who runs in to this scenario, expect your first support ticket with microsoft to be rejected. Keep responding to it. On the second or third try they might end up removing the silent ban.

    • Outlook showed really weird behavior on my end. The first email I created was on hotmail and in the last year it exceedingly treated mails as junk. Sometimes even Microsofts own emails would land in the junk folder. Marking them as safe or adding them as contact did not help.

      Then I created a new account and suddenly the same emails would be treated properly. No idea what is wrong with the old account.

  • Yeah, I think this is done to provide the illusion of choice. The rate limits are high enough to allow personal emails through, but for any mass emails or corporate emails this forces you to use Google. Unfortunately a standard corporate strategy, it’s why corporate office suites are so generic and tend to be from one of the big companies.

    • When I went to the DMV my independent mail server was immediately filtered into spam when I tried to email them my proof of insurance. It was no trivial thing for them to get it out of the spam filter, either

    • This has been my observation as well. The lowest priority notifications from my exocortex use e-mail, and they don’t seem to have any trouble getting through. I haven’t tried to run a mailing list or anything like that, though, so it wouldn’t surprise me.

    • The rate limits are high enough to allow personal emails through, but for any mass emails or corporate emails this forces you to use Google

      Not really, we deliver 200k emails daily to @gmail.com without any issues. Sending 1 email a day from my personal server to my personal gmail account though - I need to use brevo for that.

      • For those considering Proton Mail: There is one great benefit or disadvantage, depending on how you see it. As all traffic is encrypted, Proton Mail does not support standard IMAP or POP3. It’s therefore best used with the official Proton Mail app rather than third party apps. On desktop, you can use your favourite email client (Thunderbird et al) only if you install a “bridge” which decrypts incoming emails before forwarding them to the client: this bridge is, in turn, only available to paying subscribers.

        That said, it’s a great service, and the fact that they have a viable business model which doesn’t depend on selling out their users might be a good thing.

            • I fail to see how the mails being encrypted stops them from using IMAP(s) like everyone else. IMAP doesn’t care what the contents of the email it’s sending/fetching are, and is perfectly compatible with other E2EE solutions like PGP/GPG which they say their solution is based on.

              • If IMAP is enabled on a provider, that provider can access your emails, unless you’ve encrypted the content of the email itself (with something like pgp or gpg). Proton only has access to emails in transit and after that, it can no longer access your email as it’s entirely encrypted. Since Proton doesn’t save the emails in transit, it has zero ability to provide those emails even if given an enforceable subpoena. Other providers that use IMAP can and do have access to your emails and can give them to a government authority if given an enforceable request.

                The difference is the data at rest protocols on different providers. Proton has zero access encryption for data at rest. It only has access for data in transit and its ephemeral in that once it’s done with that transaction, it no longer has that data.

          • They’re not using a different protocol for delivery, they still use IMAP and SMTP, but other mail clients can’t decrypt the message content from Proton because they don’t have the keys (and nor do Proton). Proton do supply a “bridge” app if you want to use your Proton mail with a desktop email client, which handles the decryption between your computer and Proton by accessing the Proton encryption keys on your computer.

            TLS is like a padlock on a box, and you have the key. Encrypted content is if the letter in the box is also written in code, needing another key to translate into plain language.

            • Proton doesn’t use IMAP. Your inbox isn’t quite like other internet mailboxes. You can’t access it with TLS. You access it via normal TCP/IP traffic. The contents are encrypted and can only be decrypted on your device. This is why IMAP doesn’t work. The Bridge acts as a Proton client, decrypts the data and then acts as a local IMAP server so you can connect to it via another IMAP client. Proton cannot read your email at any other time other than ephemerally at the moment it receives the email, which it then encrypts one way into your inbox. It cannot decrypt it. Only your devices can. Your devices get the private key from Proton’s servers, but they’re encrypted with your account password. So you grab the encrypted key and decrypt it locally on your device. It’s not the most secure, but it’s the most secure you can do without having to manage your own keys. It should be noted that you can possibly lose access to your email. This would require losing access to your physical devices and losing your password at the same time. As long as you have a device that has your key, you can restore access to your account which allows it to update the encryption on the key, etc. If you lose your physical devices and lose your password, you can only restore access to your account, but not any of your email up until that point.

      • Any advice or hints on how to switch over? I wanted to do it years ago but I dread having to change my main mail address on everything, from apps, tools and games to bills or RL document-related stuff, it sounds like a horrible mess and ton of work

        • My recommendation (assuming you have a normal @gmail addy and not a custom domain like I had) would be to use email forwarding. So you can leave your Gmail as is, but set it up (in the settings) to automatically forward all your email to your new protonmail address. Then you can gradually change the important contacts/sites to your new email at your leisure.

          I do highly recommend buying a domain and setting up your own email address though, it gives you a lot more portability going forward. You can actually do a lot with your own domain, and it helps you maintain trust better.

          Anyway, enough preaching lol, protonmail also maintains a guide to help people switch: https://proton.me/easyswitch

    • My recommendation for everyone is to use Fastmail and a custom domain.

      Fastmail is extremely reliable, and since they charge money they also offer customer support. A few years ago I lost a lot of emails due to a client bug, and Fastmail support was very helpful recovering them from backup.

      Use a custom domain so you can change providers in the future so you’re not locked into your provider and can change if you aren’t happy with them anymore.

      • I’m also using fastmail and I’m happy with them. Their native android email client is a little clunky but I still use it and I have the option to use other mail clients too.

        • Go to Namecheap (or similar) and buy a domain, then your email provider will give you two things to paste into their settings, and then shortly after that your custom domain will be online. It’s very easy.

          Why use a custom domain? your email is the base of your digital identity and online security, owning your email is a huge improvement in security.

          If you ever want to change email providers you can easily import your mail to any provider and you don’t have to update any websites or setup forwarding. You can also setup unlimited catch all emails.

          The main example I point to is if you get banned from Google and use gmail then you lose access to all your accounts. Google has no customer service so you’re cooked if that happens. Or if you use your email through your ISP then you can never switch and they can charge you higher prices knowing this.

          It isn’t all sunshine and rainbows, it’s more expensive, not all email providers allow custom domains and they may charge more for them, and you still need a secondary backup email in case you ever lose access to your domain.

          There’s also the threat of someone scooping your domain, so buy it for a very long period with auto renewal enabled, transfer lock on, and WHOIS protection on. The threat is low but even Google has forgotten to renew their domains.

          Personally, I think it’s worth paying for.

        • You purchase your own domain through a provider like Porkbun or Namecheap, something like clover333.com

          Then you pay for a service like Fastmail (you need at least the Standard plan for custom domains). And you setup Fastmail to use your custom domain as the address. There are various ways to handle this, but if you just do the simple approach and use Fastmail as the nameserver it’s pretty straightforward.

    • allow me to second proton mail. First they’re in the EU, so fall under their privacy protection rules. Secondly, the service is technically an encrypted email service. They operate on a fremium basis, letting you have basic email for free, but also,if you upgrade, you can do lots of things (like they’ll manage your email server if you happen to have a domain)

      • They’re in Switzerland right? So for what I know even stricter laws (and the servers are in bunkers in the mountains or so I have heard :-)

        I use proton mail and protonvpn (BTW!)

    • I feel like step 1 is just buying a domain so you can have control over your e-mail address, and then you can switch providers whenever you want (or host it yourself).

      If you already pay for extra iCloud storage you can use a custom domain for e-mail with iCloud… Many people are already paying for this, and if not it’s only $1/mo. Apple’s still a pretty big e-mail provider, so maybe that doesn’t address all of your concerns, but it’s a really cheap way to use a custom domain that more people should take advantage of imo.

      I host my own e-mail and it’s pretty care free these days (I don’t send bulk e-mails, though, so I don’t contend with rate limits at all). Honestly, more people should do it instead of buying into all of the fearmongering about e-mail… It’s a little tricky to set up right, but the impossibleness of the situation is somewhat exaggerated. The best defense for self-hosted e-mail is if more people actually do it… Otherwise you’re just capitulating to the large (and slightly less large) mail providers.

        • Yeah, exactly! You also brought up something that I probably should have mentioned too — it’s not uncommon that your domain registrar or hosting provider includes e-mail or offers it cheaply too.

          Having the domain seems pretty critical to me and gives you a huge amount of flexibility — even if you just plan to stick with gmail, it gives you the option to migrate to something else in the future relatively painlessly. Your e-mail is your primary online ID, and not having control of it is actually kind of scary!

    • You could check out Tutanota, fastmail and mailbox.org. They aren’t that expensive and from what I’ve heard all work pretty well. Protonmail is another option, but is a bit more expensive. If you opt for an annual or semi-annual subscription the difference isn’t huge compared to the other ones I mentioned.

      • Can you elaborate on why you don’t recommend using GoDaddy? Beyond the fact that the options you just mentioned are way cheaper? My ass just bought two domain names through them last year; the pricing was obscene and the experience was very confusing to me… I got my first ever domain through them years ago so I just auto-piloted to going with them again, but…

    • I wish they’d gone into a bit more detail about the issues they had, where they hosted, how they tried to fix their ip reputation, which providers blocked them, etc.

      I’ve experienced the same issues in the past, but didn’t find any of the insurmountable.

      Though admittedly mine is more ‘small business’ than ‘self-hosted’, so I can afford to buy a small IP block and run on dedicated hardware.