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Email immutability matters more in a world with AI

166 points| brongondwana | 5 months ago |fastmail.com

111 comments

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Night_Thastus|5 months ago

"An email is your copy, and the sender can’t revise it later."

Sort of. They can't change plain text, but modern emails often include vast swaths of remote content. When you open the message, it retrieves the relevant assets directly from whoever sent the email. That remote content is not permanently stored. It's cached for a bit and will not be re-used if the email is opened months or years later.

If those assets disappear or are changed, there's very little any email provider can do about that.

matsemann|5 months ago

Gmail keeps editing mails. They have a concept of "dynamic emails" people can send now. Like if you get a mail notification about something in Docs, they will keep updating the mail in your inbox together with modified / added comments in the document.

Absolutely bonkers.

"Because of the dynamic nature of AMP messages, the content displayed in Gmail messages can change as time passes." https://support.google.com/a/answer/9709409?hl=en

mikepurvis|5 months ago

I don't think that's really the case, is it? At least, not in any formally-specified way. Modern email clients will extract metadata for things like airline reservations, shipping trackers, ICS calendar invites, etc, and give you live tiles specific to that time-sensitive info, but it's very clearly supplementary and at least in GMail none of it is pretending to be part of the message itself.

toomuchtodo|5 months ago

The provider could create a snapshot at receive and/or open (fetching these potentially mutable asset dependencies within a message), similar to what https://github.com/karakeep-app/karakeep and https://github.com/gildas-lormeau/SingleFile do with url bookmarks, and attach it (or otherwise associate it) to the message. Optional of course.

The benefit of this is senders couldn't treat it as a read receipt, because the provider can state "Our infra performs this operation for the user for immutability purposes" similar to other email operations that proxy these requests for privacy purposes.

munk-a|5 months ago

When it's a silly marketing email - sure. But you'd be surprised how hard you need to work as a sender to ensure that your content will render correctly if your business is actually to deliver information via email. Remote content is ignored by default by almost all modern email clients (since developers got sneaky and started using it for tracking) so a good email with rich content is usually embedding all that content into a multi-part email and leveraging static styling rules to provide as much formatting as possible.

kenferry|5 months ago

Modern marketing emails, yes… not emails written as correspondence. I don't think this post is talking about marketing emails.

b112|5 months ago

This isn't entirely true. While HTML email sometimes does have html tags in it, and can remotely download embedded images, it doesn't necessarily retrieve the asset from the person who sent it.

It could be anywhere, which is another knock against HTML email.

Which is why text only email is still king, and used in a lot of places still.

acdha|5 months ago

If this was correct, you wouldn’t be able to read those messages with remote content loading disabled or when in airplane mode. It’s pretty uncommon for me to get messages where that’s the case, and those are almost always marketing spam so, as they say, nothing of value is lost.

Apple’s private loading feature also shows how that could be fixed: the mail server can retrieve the referenced content once and save it so you’d always know what was served at the time the message was sent.

throwaway_0501|5 months ago

Buried lede: Fastmail is using AI-generated code / words / decision-making systems, just like everyone else and following the same meaningless "principles" as everyone else.

> For our staff, we encourage understanding the tools that exist in the world, and how to use them safely. Our policy makes it clear that any use of tools, including tools with AI in them, must follow clear privacy-preserving principles:

    Data Protection: All data protection, confidentiality, and privacy policies must be followed (our vendors for things like anti-abuse and support are moving towards using AI for translation, categorization, abuse detection – and we are ensuring that their policies continue to provide protection for our customers)

    Accountability for work: Any AI generated writing or code must be reviewed and understood by a human being, and go through our regular second-set-of-eyes processes before being used

    Bias awareness: Actively look for biases or hallucinations in AI output

    Human authority: Always have a path for appeal to a human from any decision that is made by automated tools

wpollock|5 months ago

Until retired as a professor, I used Thunderbird and the GPG plug-in to sign emails. That makes them immutable no matter who hosts the email server you use. I encrypted the emails holding grades, if the recipient said they were able to decrypt. Setup was non-trivial but very doable. I also used (and still use) a plug-in that clearly shows if any email fails DKIM or SPF (I think DMarc too).

pyuser583|5 months ago

Thank you! Will look into this setup!

Imnimo|5 months ago

>In a world where there’s enough AI capability to process the entire web and rewrite every page to remove something, the cost of “changing history” is much reduced, so we can expect more of it.

I gotta be honest, this scenario is not a concern that impacts my choice of email provider.

instagraham|5 months ago

The immutability of documentation tech matters more in a world with AI.

The cameras used to document "news" will need to be watermarked, fingerprinted and authenticated, like what Canon and Nikon are already doing (and which AFP has already adopted).

It may have seemed gimmicky at first, but in a year or two, you'll probably only be able to trust visuals from companies that do this (wire agencies like AFP, AP and Reuters are heavily disincentivised to create fake news anyway but that's another topic).

At a certain level, I imagine social media apps will also encourage direct camera-to-post for documentation/videos of reality, since this will be the only end-to-end method to verify an image was created unaltered. I can imagine a world where, if you film a protest through the Instagram app, you'd get some kind of "this is real" badge on it, whereas if you upload a video, it gets treated as "could be AI" like 99% of all future content.

WrongOnInternet|5 months ago

The problem with this approach is that it is easily bypassed. Simply point your camera at a high quality monitor playing an AI generated video, and there you go, and authenticated AI video. In the future, video evidence is going to be as convincing as it was for 99.9999...% of human history. We survived with out it in the past. We'll survive without it in the future.

toasterlovin|5 months ago

Interestingly, I think Apple has inadvertently positioned themselves very well to be able to authenticate various activity as being done by an actual human. What if anything they decide to do with that capability remains to be seen.

gmueckl|5 months ago

On the other hand, this requires locked down devices running trusted apps. Otherwise, such a badge won't have any meaning.

cm2187|5 months ago

By the time the video reaches the end user (i.e. on tiktok and the likes), it will have been re-compressed, edited, meme-ed, voiced over a dozen time. So not sure how you preserve trust in that chain.

et1337|5 months ago

New startup idea: point a C2PA camera at a screen and launder videos through it at $1 per minute.

jrockway|5 months ago

I don't think this would accomplish anything. For one thing, quite a bit of misinformation these days comes from official government sources that can just compel the manufacturers to turn over authentic signing keys. Remember that Trump just posted an AI-generated video of himself shilling medbeds; when it was pointed out as AI-generated, he deleted it. If Truth Social checked the cryptographic signature, he'd order his staff to sign it. They wouldn't dare say no.

The next flaw is that cameras are happy to record screens playing AI-generated videos and mark them as authentic. Perhaps you can tell today because the screen pixels aren't perfectly 1:1 mapped to the image sensor pixels, but as soon as elections depend on being able to do that, those screens will exist.

People are saying to add LIDAR to prevent this "record the screen" hack, but a mirror over the LIDAR sensor and me sitting at a desk motionless looks to LIDAR exactly like the world leader I'm deepfaking sitting motionless at a desk. People are not using AI to generate amazing action shots.

At the end of the day, people will have to take some personal responsibility. Migrants probably aren't killing and eating pets. Pets taste terrible and grocery stores that you can just walk into and steal whatever you want exist. There isn't a bed that can cure any disease. If someone says they do, even a world leader, test them out on something non-critical. Break off a fingernail and see if the magic bed can regrow it overnight. If not, maybe stick to traditional cancer treatments until there is some clearer evidence.

cypherpunks01|5 months ago

Your own emails are immutable, if you trust nobody's modified your copy.

But proving to others that an email hasn't been modified is a more difficult task. As I understand it, you'd need to retain DKIM keys for the signing server, to check that historical DKIM signatures verify correctly and the old message was not forged or altered.

Are DKIM signing keys issued in some kind of Certificate Transparency log, where you can verify whether a particular DKIM key existed for a particular domain in the past, in order to do this in general?

acdha|5 months ago

They at least were not historically archived. This came up during the Hunter Biden laptop investigation where people were able to verify some of the messages only because the Gmail key was archived in many places because that service is so popular. I’m not aware of anyone making a comprehensive archive but I’d be unsurprised if someone did based on news like that.

https://github.com/robertdavidgraham/hunter-dkim#but-gmails-...

EDIT: this one exists but is incomplete: https://archive.prove.email/about

bananapub|5 months ago

people are trying to do the opposite - publish DKIM private keys regularly so everyone knows that old DKIM signatures can be forged, so that they can't be used against you.

Alex3917|5 months ago

There is at least one service that scrapes and archives the DKIM keys of popular websites.

mlhpdx|5 months ago

Interesting take. I have decades worth of email archived, so it does ring true for me at least. I doubt anything in there is more interesting to Big Brother but who knows?

Night_Thastus|5 months ago

Interesting to federal government, not likely. Interesting to marketers and scammers, absolutely.

akkartik|5 months ago

Email is only part of my electronic memory. Over time it's become more important to me to maintain my own copies of my memory on devices I control. The forms and formats are many, and they all need a commitment to maintain control. So yes, use email over more mutable media. And avoid remotely mutable extensions to emails. And keep a local copy of your email. And maintain date-stamped archives of stuff you work on, and keep your codebases easy to run from any point in their history, and write good notes. Constant vigilance.

crossroadsguy|5 months ago

I have a completely unrelated question - why does their base custom domain plan starts at 60GB of storage? This has always escaped me. Not that one can use those surplus too many GBs in any other meaningful way (i.e. object storage, or something usable like Nextcloud, Seafile et cetera). This is odd. Just in case any founder or exec from Fastmail is lurking around here do have a look at it.

withinboredom|5 months ago

60gb should last you a few years of not deleting anything. That also fits into how long you generally need to keep things for record purposes. It isn’t big enough to keep everything forever (which is good for privacy).

AtlasBarfed|5 months ago

Where's the AI to address the number one issue I have with email?

If you count for automatically categorized Bayesian spam, it's about 99% noise.

That's one of the things that sucks about the current AI. Being employed by people that that are categorically opposed to using it to enhance privacy and filter advertising.

drnick1|5 months ago

Email has never been immutable. Email that you receive on your own server can be trivially altered, it's just a plain text file.

In fact until recently email was sent and received in the clear like a postcard, the whole system wasn't designed to be secure or secret in any way.

lexlambda|5 months ago

Immutable as in the message won't be altered/deleted by the sender. This is. This is about user control, as opposed to chat apps or social media, where posts are frequently edited, get taken down after an outrage or links can disappear to link-rot.

From article: "An email is your copy, and the sender can’t revise it later."

pkilgore|5 months ago

Kagi & Fastmail are two of my favorite bills to pay.

myhf|5 months ago

I stopped paying for Kagi because they added AI.

estimator7292|5 months ago

Is email immutable? Honestly I haven't looked into it very much, but as an email self-hoster I do know that i have the ability to decrypt any email in any user's inbox. I presume I could also edit and re-encrypt them, but I don't really know.

But as in all cases, you can only be truly sure no one is tampering if you don't give it to anyone else.

neuroelectron|5 months ago

General web immutability matters more than ever and not just because of AI. Please support archive.org and its sister sites.

azhenley|5 months ago

So should I stop building my AI-first email client?

IncreasePosts|5 months ago

The article says they're fine if you want to use AI but they're not going to foist it upon you

kalap_ur|5 months ago

I mean, to be fair, Google's scam of how much GBs you have is very annoying and downright scandalous.

I had 16.5GB or so used up so it was flashing red. When paid for Gemini, my total space jumped to 2TB and my usage dropped to 12GB. Disgusting. So might as well switch to fastmail. Not sure.

NoSalt|5 months ago

Commercial for FastMail???

blibble|5 months ago

> The world is changing, and we need to adapt and understand it.

fastmail: read my lips: I pay you because you offer a traditional email service

if you add a single AI feature I will return to self hosting

dlcarrier|5 months ago

Self hosting? I can't even visit simple static web pages without Cloudflare blocking me because my web browser isn't sufficiently trackable. There's no way they're letting self-hosted email messages get through.

daveguy|5 months ago

The entire article is about protecting against AI, and their internal policy on AI use. No new features mentioned.

withinboredom|5 months ago

And all these services doubling or even trippeling their price to offer the same thing ... but with AI! I'd happily pay fastmail double the price, without the AI.

toomuchtodo|5 months ago

+1 as a fastmail family account customer.

Gigachad|5 months ago

Tbh I do wish Fastmail would add some kind of automatic email classification like Gmail added many years ago to filter the newsletters out of the important email.

julianlam|5 months ago

This is a surprisingly aggressive reaction after reading a blog post asserting that said company will NOT go in that direction.

Mizza|5 months ago

Came here to say this. I use fastmail am quite happy with it because I just want a reliable inbox and nothing else. Just keep it running and don't touch anything else.

tamimio|5 months ago

Seriously, I just need a no BS email, if I see a single bubble with some assistance im bailing out immediately.

lupire|5 months ago

This is just an ad.

kuroguro|5 months ago

Clearly we need blockchain to solve this, not AI! /s

odyssey7|5 months ago

No mention of the blockchain?