[HN Gopher] Will Apple Mail threaten the newsletter boom?
       ___________________________________________________________________
        
       Will Apple Mail threaten the newsletter boom?
        
       Author : danso
       Score  : 78 points
       Date   : 2021-06-09 14:25 UTC (1 days ago)
        
 (HTM) web link (www.platformer.news)
 (TXT) w3m dump (www.platformer.news)
        
       | kergonath wrote:
       | I doubt it. However, it might help reining in advertisers and
       | close a gaping leak of private information that is quite
       | difficult for a random user to plug. I wish, anyway.
       | 
       | We don't owe advertisers a viable business. If their business
       | plan depends on them sucking in private information without my
       | consent, well, fuck them.
        
         | 9wzYQbTYsAIc wrote:
         | I think you may be mixing things up between advertising and
         | marketing. Marketing is where things like newsletter click
         | engagement tracking happens.
         | 
         | Usually you are dealing with the actual company sending the
         | newsletter, at that point, and not the advertising industry.
         | 
         | Better to think of marketing engagement tracking through these
         | dark patterns as being a form of forcibly getting you to fill
         | out a comment card at a restaurant than to think of it as
         | having anything to do with advertising.
        
       | ljm wrote:
       | You know, I had some beef with the word 'engaged' a few years
       | ago, especially because I worked for a startup that cared about
       | happiness instead (an active question rather than passive
       | inference). In that context, we realised it was ridiculous to ask
       | if you were engaged with your job, we wanted to know if you were
       | _happy_ and so we asked the questions instead of trying to
       | secretly gather the data by spying on your activity.
       | 
       | Now I downright hate it. What does 'engaged' even fucking mean?
       | One definition is that you're 'locked', so your attention is
       | locked with them and not someone else. A public toilet cubicle
       | will say 'engaged' when someone is in it.
       | 
       | For an email newsletter, you can see how well it's doing both by
       | the number of subscribers on the list, and also by how many
       | people click through and read the full article on your site. No
       | tracking involved, you just send out an email and look at your
       | logs for an uptick in traffic.
        
         | 9wzYQbTYsAIc wrote:
         | Click through detection requires inclusion of at least a
         | newsletter id in a query parameter, or something along those
         | lines, for the links provided within the newsletter. Without
         | that, there's not enough specificity to get anything other than
         | a rough idea of how many people might have clicked the link
         | right after you sent the email.
        
           | ljm wrote:
           | You can make a case for it not being tracking if it's not a
           | link masked behind 2 or 3 redirects through ad or link
           | tracking services.
           | 
           | You can just have a link that you could log and rewrite in
           | nginx/apache/caddy -> https://mysite.com/mailer/thepost -->
           | https://mysite.com/thepost
           | 
           | Or just forget about all of that and just _ask_ people and
           | make your decisions on that instead of extrapolating meaning
           | through espionage.
        
       | loloquwowndueo wrote:
       | Guess since I never click on those annoying "subscribe to our
       | newsletter" pop ups, I missed out on the whole "newsletter boom"
       | - but really if the whole complaint is about how they will no
       | longer be able to track my behaviour so closely, I'm not too
       | concerned about the "boom" becoming a bust.
        
         | theshrike79 wrote:
         | I never understood the idea of newsletters.
         | 
         | If you have the material for one, why not just put it up as a
         | website? Provide people with RSS feeds? Maybe link the posts to
         | FB/Instagram/TikTok whatever.
         | 
         | Why do I need to get that stuff as an email?
        
           | dqv wrote:
           | Some newsletters are purely informational. I like to update
           | my customers on upcoming holidays because it affects how we
           | do business. I also like to update them to remind them of
           | where they can get our W-9 form for tax filing. They're not
           | really the type to use RSS or check the website.
        
       | frankydp wrote:
       | Just to add a alternative voice.
       | 
       | Open rates are an important metric for ESPs to track bad actors
       | on their platforms. If this implementation is a 100% preload
       | those metrics then have no value.
       | 
       | IP anonymized pixel loads are a good compromise.
       | 
       | But, 100% preloads would actually make email list management best
       | practices harder to implement. Specifically unsubing subscribers
       | that do not open over a time period. Which many ESPs do in the
       | backend to maintain list quality and minimize spam complaints.
       | Some level of engagement feedback at the subscriber level does
       | have value in the spam/unwanted email workflow.
       | 
       | Assuming you have a preexisting relationship with a business, it
       | is not crazy on the privacy side of things to have an engagement
       | feedback loop.
       | 
       | Assuming you are dealing with a spammer/list buyer ip
       | anonymization provides an appropriate level of privacy, and any
       | additional protection should be expected by the email provider
       | not delivering the mail.
        
       | tekacs wrote:
       | > Given Apple's monopoly advantage with their preinstalled Mail
       | app, we don't need much of an uptake from what they're calling
       | Mail Privacy Protection to break the dam on spy pixels. You can't
       | really say anything authoritatively about open rates if
       | 5-10-30-50% of your recipients are protected against snooping, as
       | you won't know whether that's why your spy pixel isn't tripping,
       | or it's because they're just not opening your email.
       | 
       | This doesn't seem true -- I imagine that most tracking providers
       | will start to simply ignore all link opens from Apple's proxy (I
       | assume they'll be using Apple's IP ranges or otherwise be
       | 'detectable').
       | 
       | DHH doesn't seem to recognize that Apple opens the link
       | irrespective (the spy pixel will /always/ trip, not /never/
       | trip), so it should even be really easy to figure out which users
       | are using Apple Mail.
       | 
       | That being the case, folks will only lack open data for Apple
       | customers, without polluting the rest of the dataset.
        
       | Vomzor wrote:
       | I've been toying with the idea of starting a newsletter. How can
       | I measure the opening rate without tracking pixels?
        
       | criddell wrote:
       | I think articles like this one are being a little dishonest. They
       | can still put all the ads they want in newsletters. What they
       | can't do (at least not like they used to do) is spy on their
       | readers without consent.
        
       | smoldesu wrote:
       | I find it pretty ironic that Apple also seems to be one of the
       | largest buyers of targeted ads. When the M1 iMac released, I
       | couldn't visit a single website without their grating "Colors" ad
       | puttering along on the side. If Apple considers privacy a human
       | right, can they at treat me like a human too?
        
         | rickdeckard wrote:
         | Not popular here, but Apple might only be against targeted Ads
         | if its done without Apple's participation.
         | 
         | The general assumption of many people seems to be that Apple is
         | taking effort to make their user Anonymous. But quite clearly
         | it can not be in their interest to make them Anonymous _to
         | Apple_.
         | 
         | To be quite blunt: If Apple's strategy serves them right, their
         | future user should be free to choose in all areas of his life
         | from the options Apple curated for him.
        
       | tyingq wrote:
       | This doesn't prevent creating unique names for the same image and
       | sending a unique name per email. Apple's new approach hides the
       | IP, but Gmail already does that[1], and they have more email
       | market share, don't they?
       | 
       | [1] https://gmail.googleblog.com/2013/12/images-now-showing.html
        
         | macintux wrote:
         | Apple will apparently always retrieve the images independently
         | of the user's actions, so the metrics become worthless.
        
           | [deleted]
        
           | tyingq wrote:
           | It's not specifically mentioned in the article I linked, but
           | Gmail does this, and has for years.
        
       | [deleted]
        
       | villasv wrote:
       | TL;DR: No
       | 
       | Needle in the haystack:
       | 
       | > But after conversations with newsletter writers and media
       | executives today, I'm not sure that people doing email-based
       | journalism have all that much to worry about from the shift.
        
       | midasuni wrote:
       | I'm confused. When I open a mail in iOS, I get a banner saying
       | "this message contains unloaded images"
       | 
       | I thought the only ones loaded were ones embedded as an
       | attachment. Is that not the case?
        
         | floatingatoll wrote:
         | Your interpretation of the current mail client behavior is
         | accurate.
         | 
         | In the upcoming mail client changes, the mail client will be
         | able to background-load those "unloaded images" through a proxy
         | at Apple.
         | 
         | We don't _yet_ know how that new behavior will intersect with
         | the  "don't load images until i permit it" behavior that you
         | have enabled today, but presumably they can coexist peacefully
         | as two options (that I'll be expecting and checking for, later
         | on in the beta cycles):
         | 
         | "Background-load images when new mail arrives" Y/N
         | 
         | "Use Apple's privacy protecting proxy to load images" Y/N
        
         | symfoniq wrote:
         | You're not wrong. Not loading images will block tracking pixels
         | completely. Apple is just adding a way to send less PII while
         | still loading images.
        
           | midasuni wrote:
           | I rarely want images on my mails. Won't this method show that
           | I access my mail on an Apple device - this leaking
           | information that might not be leaked otherwise?
        
             | symfoniq wrote:
             | Leaked to who, though? If you use this feature, then sure,
             | Apple will know that you're using an Apple device.
             | 
             | But the purpose of the proxy is to shield the end-user's IP
             | address, and probably their user agent, too. Some email
             | providers already do this. If you load an image from a
             | Yahoo mailbox, for example, the reported user agent is
             | "YahooMailProxy; https://help.yahoo.com/kb/yahoo-mail-
             | proxy-SLN28749.html".
        
               | midasuni wrote:
               | Send a mail to bob@bob.com with an image of
               | eztrack.com/bob123.jpg
               | 
               | If it's loaded from an Apple ip you know Bob has an Apple
               | device.
        
       | toxik wrote:
       | Difficult to feel pity for business models built on abusing HTML
       | capabilities to track email viewing.
       | 
       | I don't load remote images by default, so this already doesn't
       | work for me. However, basically every mail platform creates
       | tailored links to track click engagement. So you're screwed
       | anyway, just maybe a little later.
        
         | techsupporter wrote:
         | > However, basically every mail platform creates tailored links
         | to track click engagement.
         | 
         | Yep, even financial institutions do this and half of _them_
         | don't even use domains they own for the tracking links.
         | 
         | Years and years of "don't click on suspicious links" out the
         | window because bank.example.com/creditcard is turned into
         | 4828fjfneo848.totallyfine.adtracker.thirdparty.example.org
         | 
         | I hate all of it but nobody seems to give a shit (nor do they
         | care to implement proper 2FA to effectively guard against
         | phishing) so whatever. If people have their accounts drained
         | because marketers gotta get that sweet engagement metric, what
         | does it matter any more?
        
           | kergonath wrote:
           | > I hate all of it but nobody seems to give a shit
           | 
           | I hope this will change. More companies need to make some
           | noise about it.
        
           | lttlrck wrote:
           | A pet peeve is unsubscribe links are frequently on an obscure
           | domain that has found it's way onto Adblock lists.
           | 
           | That's got be by design.
        
             | wlesieutre wrote:
             | If something makes itself difficult to unsubscribe you
             | could always feed it to the spam filter
        
             | ssharp wrote:
             | It's not uncommon for the unsubscribe links to live on the
             | same domain as the link tracking and other features of
             | whatever email or marketing automation platform they are
             | on, so if those are blocked to prevent tracking, the
             | unsubscribe links would be as well.
        
           | hsbauauvhabzb wrote:
           | MFA won't protect against phishing.
        
             | techsupporter wrote:
             | The MFA we commonly use _right now_ won 't protect against
             | phishing because, as I suspect you mean, the codes are not
             | protected against being entered into the "wrong" site.
             | 
             | Proper MFA, like U2F/FIDO2/whatever-it-is-called-today,
             | will protect against phishing because the visited site
             | won't match the hash needed to complete the second-factor-
             | auth-flow.
        
             | gleenn wrote:
             | Yes it does, maybe not directly. Two examples, both
             | 1Password and my Yubikey only autofill passwords based on
             | the domain. I immediately get a tingle when I go to
             | autocomplete a commonly visited website and it doesn't fill
             | ... time to immediately inspect the URL for phishing etc.
             | Those tools have definitely saved me multiple times.
        
         | jonplackett wrote:
         | Why can't apple just allow some kind of pixel that doesn't
         | reveal user identity, or strip user identity from what's
         | already being used.
         | 
         | I don't really mind someone knowing I opened an email, just
         | like I'm fine with a website knowing I visited (say using
         | plausible.io rather than google analytics). I get that that's
         | useful to them for non-nefarious reasons.
        
           | gnicholas wrote:
           | Apple can't strip identity from the existing trackers because
           | there's not a separate and distinct part of the tracker that
           | encodes the user identity. It's integral to the tracker
           | itself, which makes this an all-or-nothing proposition.
        
             | jonplackett wrote:
             | I guessed it would just be some url variables on the end of
             | each image, is that not how it works?
        
               | pavel_lishin wrote:
               | Sure. But if you strip those out, then the pixel itself
               | no longer has any value to anyone.
        
         | nickfromseattle wrote:
         | Delivery rates, AKA staying out of spam and getting into the
         | inbox are correlated to subscriber engagement on your emails.
         | 
         | The more often subscribers open + click a link, the more likely
         | the mail server will let it in the inbox.
         | 
         | If you blast 10,000 emails, and noone clicks or engages with
         | your email - you'll kill your domain's delivery rate.
         | 
         | One of the methods email marketers use to keep their email
         | delivery rates high is by removing subscribers that don't
         | engage with their email.
         | 
         | Preventing email tracking prevents marketers from removing
         | uninterested or unengaged subscribers from their lists.
        
           | bjustin wrote:
           | Clicking links doesn't sound like the sort of thing that
           | email servers would know about one way or the other. Likewise
           | for engaging (or not) with emails at all. What setup do you
           | have in mind where this is the case?
           | 
           | Given that AFAIK Apple Mail downloads entire messages
           | regardless of whether they're opened, Apple's change here
           | doesn't seem likely to affect delivery rates in this way
           | anyway.
        
             | Nullabillity wrote:
             | > Likewise for engaging (or not) with emails at all. What
             | setup do you have in mind where this is the case?
             | 
             | If you use IMAP (or basically anything else than POP) then
             | your email client reports the read status back to the
             | server.
        
               | giantrobot wrote:
               | Your IMAP server doesn't report read status back to the
               | sender. Unless your e-mail provider _is_ an advertiser
               | *cough* Google *cough* the advertiser doesn 't know if
               | you read a message just because the IMAP server marked it
               | as read.
               | 
               | Also an IMAP server's read status doesn't mean someone
               | manually interacted with an e-mail. If you mark messages
               | as read in bulk, even if the provider reported that
               | status to an advertiser, says nothing about engagement.
        
           | toxik wrote:
           | This could be done without duping the receiver's email client
           | into revealing that the email has been viewed.
        
           | hermanradtke wrote:
           | > One of the methods email marketers use to keep their email
           | delivery rates high is by removing subscribers that don't
           | engage with their email.
           | 
           | Email marketers can still track when a user clicks a link,
           | which is the proper signal for them to be using anyways.
        
       | seumars wrote:
       | Every privacy-focused push by Apple - or anyone, really - forces
       | publishers to find less invasive methods for engaging with their
       | audience, without having to rely on skewed data and grotesque
       | tracking. How could that be bad for journalism? We got rid of
       | blinking text and popup ads for a reason, and this is just the
       | next step.
        
         | jldugger wrote:
         | > How could that be bad for journalism?
         | 
         | I don't know about journalism per se, but for journalists, they
         | presumably arrived at the status quo as the profit maximizing
         | option, and removing it will, to varying degrees, impoverish
         | them.
        
           | FabHK wrote:
           | That is a sensible first hypothesis, but it rests on many
           | assumptions, in particular that the market doesn't have any
           | prisoner-dilemma/tragedy of the commons aspects to it.
           | 
           | It is quite conceivable, for example, that every single
           | journalist is better off if they make click-bait listicles
           | instead of investigative journalism, but the profession as a
           | whole suffers.
        
         | layble wrote:
         | Exactly the opposite actually.
        
           | midasuni wrote:
           | Please elaborate
        
             | throwaway3699 wrote:
             | It forces publishers into closed gardens. I am willing to
             | bet Apple's work here will have the same effect that
             | advertising did on RSS, which is that newsletters will turn
             | into truncated notifications designed to bring you to a
             | website where they _can_ get the business metrics they
             | "think" they need.
             | 
             | I actually think there is a nice middle ground for
             | something like a basic view counter, and some open rate
             | data to be available in an aggregated, anonymous way.
        
         | rodgerd wrote:
         | > "This is another sign that Apple's war against targeted
         | advertising isn't just about screwing Facebook," Joshua Benton
         | wrote in Nieman Lab. "They're also coming for your Substack."
         | 
         | I mean good? Like you, I struggle to see the downside of this,
         | really. Probably the only risk in the bigger picture is the
         | degree to which wealthy billionaires fund free lies such as
         | Brietbart or the Murdoch papaers, while actual research and
         | journalism is pay-for. But the wealthy billionaires are doing
         | that anyway, so it's hard to see much change.
        
         | Barrin92 wrote:
         | because one possible consequence of this is that it forces
         | people to move towards closed platforms like Apple's own if
         | they want to effectively advertise and that includes forking
         | over substantial amount of money to those platforms.
         | 
         | Which is of course the economic incentive that a company like
         | Apple has to introduce these measures, it creates an asymmetry
         | where Apple has all kinds of user information, but competitors
         | don't.
         | 
         | And if you want to see the effect that declining ad revenue has
         | on journalism you can just look at the decline of local
         | journalism across the US as revenue shifted from advertisers to
         | digital platforms.
        
           | kergonath wrote:
           | > it creates an asymmetry where Apple has all kinds of user
           | information, but competitors don't
           | 
           | That is true only if Apple competes with them, which is not
           | the case at all.
        
             | nickfromseattle wrote:
             | It's believed Apple generates ~$2B per year from
             | advertising revenue (through Appstore PPC) and that could
             | increase to over $10B in 2025. [0]
             | 
             | [0] https://9to5mac.com/2019/11/15/apple-ad-revenue/
        
               | kergonath wrote:
               | This is paid keywords in the stores. They don't do
               | targeted advertising and are not an ad broker, which are
               | the companies whining about being unable to track people.
        
               | smoldesu wrote:
               | Fine: call it _Dynamic Advertisement_ if it helps you
               | sleep at night, but Apple is still targeting the user
               | with an ad that is relevant to the content they 're
               | searching for. Furthermore, Apple's policy seems to only
               | apply to their own platform: it's estimated that they
               | spend hundreds of millions of dollars on AdSense
               | marketing campaigns, which are highly targeted and among
               | the least respectful ad platforms around. Evidently their
               | motto of "privacy is a human right" only applies if they
               | deem you "human" enough...
        
             | rickdeckard wrote:
             | This asymmetry is already very real, and a quite dominant
             | pattern of Apple's strategy is now to build mechanisms to
             | protect explicitly their ability to monetize all aspects of
             | their _users_, not so much their devices.
             | 
             | These small steps taken under the banner of "preserving the
             | users' privacy" are also steps to make sure that all those
             | clumsy users don't get offered something without giving
             | Apple the opportunity to profit from it first.
             | 
             | And the only disarming response to this so far is "yeah,
             | but that's fine for me. I WANT Apple to take control,
             | they're the good guys with the cool products!"
        
             | Barrin92 wrote:
             | But they do? Apple is literally in the news business, the
             | services business (many of which rely on ad revenue to
             | compete with Apple's own services), increasingly in the ad
             | business itself (revenue is expected to rise to 11 billion
             | in 2025, growing quickly)[1], and as I just laid out in the
             | post above, has a huge interest in just laying waste to
             | independent revenue streams outside of their own channels,
             | in the exact same way digital platforms overall benefited
             | from laying waste to the small and mid-sized ad-industry.
             | 
             | [1]https://9to5mac.com/2019/11/15/apple-ad-revenue/
        
               | kergonath wrote:
               | > Apple is literally in the news business, the services
               | business (many of which rely on ad revenue to compete
               | with Apple's own services)
               | 
               | They are a news aggregator and distributor, they are a
               | customer of media and news agencies. Or a parasite,
               | depending on point of view. Still not a competitor. They
               | also still don't compete with ad brokers and don't do any
               | targeted advertising.
               | 
               | > increasingly in the ad business itself (revenue is
               | expected to rise to 11 billion in 2025, growing quickly)
               | 
               | These ads are in the Stores and keyword-based. Which _is_
               | distasteful, but not quite the same level. Again, they
               | don't distribute ads, and are not in the market for
               | targeted advertising. They don't compete with ad
               | networks, and if they weren't doing that there would just
               | be no ads on the store. Like it was not that long ago.
               | 
               | > in the exact same way digital platforms overall
               | benefited from laying waste to the small and mid-sized
               | ad-industry.
               | 
               | If the mid-sized ad industry does not rely on tracking,
               | blocking invisible pixels in newsletter won't affect it.
               | If it does rely on tracking, then it can't die soon
               | enough.
        
           | JimBlackwood wrote:
           | These features Apple introduce sell well because people
           | (including me) want them.
           | 
           | If that means journalists lose revenue, they should look for
           | other ways. Using intrusive ads as an excuse for "otherwise
           | we don't have money" is just dumb. They're free to think of
           | other ways.
           | 
           | The best journalism I've read (ftm.nl, dutch) is a
           | subscription service and they don't rely on ads or tracking.
           | The sites that do this kind of tracking, in my anecdotal
           | experience, produce shitty journalism.
           | 
           | If this is bad for journalism, we'll end up in that crisis
           | and figure out a way that doesn't use these methods.
        
             | smoldesu wrote:
             | > These features Apple introduce sell well because people
             | (including me) want them.
             | 
             | You want the service, you don't necessarily need it from
             | Apple though. That's the crux of this entire argument:
             | Apple's black-box model is terrible for the industry. Apple
             | is opposed to any roads that don't run through taxable
             | lands, so it should come as no surprise that they want to
             | tear down everything that keeps the web currently working.
             | The less functional the internet becomes, the higher
             | pressure there is to use native apps: that's likely part of
             | why Safari is woefully broken and outdated compared to
             | Chrome and Firefox.
             | 
             | > If this is bad for journalism, we'll end up in that
             | crisis and figure out a way that doesn't use these methods.
             | 
             | We are already in that crisis. Whenever a paywalled link
             | crops up on Hacker News, the first comment is always an
             | archived version for the 99% of readers who would otherwise
             | be unable to read that. Compared to the past 15 years of
             | reporting, that's a direct downgrade. Adding synthetic
             | friction to the flow of information never works: games get
             | cracked, movies get shared, shows get ripped and music gets
             | leaked. It's nothing new, and pretending like it's somehow
             | _not_ going to affect the next decade of reporting seems a
             | little disingenuous to me.
        
           | grishka wrote:
           | Apple doesn't offer an alternative even if you want to pay
           | them. It's simply saying "you can no longer do this to our
           | users, it's now illegal".
        
             | bjustin wrote:
             | In this case and things like ATT, Apple is saying "you can
             | no longer do this to our users _unless they agree to it
             | first_ ". And they default to asking users. That users are
             | the ones making these choices is an important point.
        
           | tshaddox wrote:
           | > Which is of course the economic incentive that a company
           | like Apple has to introduce these measures, it creates an
           | asymmetry where Apple has all kinds of user information, but
           | competitors don't.
           | 
           | It's completely fair to speculate that this is Apple's _true_
           | goal, but I actually do feel a little bit better about Apple
           | doing this than, say, Facebook, or Google. The reason I feel
           | a little bit better is that Apple at least still has an
           | actual business model where people give them money in
           | exchange for a product. I 'm willing to be charitable and
           | speculate that at least _some_ of the reason Apple releases
           | services like this is that it will cause people to continue
           | to buy iPhones (which are wildly profitable).
        
       | amelius wrote:
       | I hate advertisers like the next guy, but what I hate even more
       | is a company acting as a regulator.
        
       | als0 wrote:
       | When will Apple bring back RSS to Mail?
        
       | Hoasi wrote:
       | Mail privacy is the right thing to do and implement it will be a
       | major improvement!
       | 
       | That doesn't threaten email newsletters that are legitimate and
       | of interest to real subscribers. Communication should never rely
       | on espionage tactics even for the sake of metrics. Forgo
       | monitoring people, customers, or would-be customers, and save a
       | ton of time as a result.
       | 
       | Marketing experts will start talking about how two ways
       | conversation is the ultimate email strategy that works. Send a
       | non-tracked email, let them hit reply. Brands and consumers,
       | united in conversation, finally. That is as horizontal as it
       | gets.
        
         | graeme wrote:
         | Have you ever managed a newsletter? Mail providers such as
         | gmail use things like open rates to determine if a message
         | should be in important, promotions, or spam.
         | 
         | Also, a sizeable chunk of people refuse to click unsubscribe
         | links and instead hit the spam button. This can be a sensible
         | response, as a lot of spam senders ignore unsubscribe. But it
         | is also hard for legit newsletters.
         | 
         | So what is the best practice? Pruning your list of people who
         | never open it. This improves open rates, makes gmail like you,
         | and unsubscribes people who already would prefer not to read
         | your letter.
         | 
         | Now it will be much harder to know who is inactive so you'll
         | end up sending more mail to people who don't want it. And no
         | double opt in doesn't solve this.
         | 
         | There are other ways around the problem, but you seem to be in
         | complete ignorance of what newsletter senders use tracking for.
         | 
         | Open rates also let you diagnose deliverability issues.
        
       | jedberg wrote:
       | Doesn't Gmail and Outlook already anonymize tracking pixels? When
       | I heard that announcement what I heard was, "we implemented a
       | feature that Gmail and Outlook have had for years!". I don't
       | think it will change the landscape all that much.
        
         | stingraycharles wrote:
         | They don't anonimize it, they just request it from the backend.
         | They still request the exact same URL, so you can carefully
         | track email opens on a person-by-person basis, you just cannot
         | track IP addresses and/or set tracking cookies or whatnot.
        
           | lstamour wrote:
           | Gmail and similar providers proxy all image URLs they receive
           | at the time they receive the email, so you can't tell when a
           | user later opens the email. That said there might be bugs to
           | make your images un-cacheable such that Gmail still loads
           | them later, directly or indirectly, when you open an email.
           | 
           | Compare this with Apple Mail which proxies emails from a
           | different, presumably non-Google IP address and which does so
           | only when an email is downloaded in the background. So while
           | you can't track IP address, yes, and you never could set
           | cookies that I'm aware of without clicking a link first, this
           | means you can still track "downloads" of your email to a
           | local client, just not "opens" - and if your Mail app already
           | downloaded images when the email was downloaded, then it's
           | possible it won't even change that - you might not have been
           | tracking opens this whole time... maybe.
        
             | gruez wrote:
             | >Gmail and similar providers proxy all image URLs they
             | receive at the time they receive the email, so you can't
             | tell when a user later opens the email.
             | 
             | I searched around and found some articles that makes the
             | same claim[1], but in my own testing that doesn't seem to
             | be the case (ie. I had to click on the email before image
             | would start loading).
             | 
             | [1] https://sendloop.com/articles/the-effect-of-gmail-
             | image-prox...
        
               | jalk wrote:
               | I did the same test (although some years ago) and gmail
               | didn't request the images until the email was opened.
               | Caching the images lazily also means that Google can save
               | a ton in network bandwidth / storage for all those emails
               | that are never opened (which is probably most emails the
               | handle)
        
           | jankeymeulen wrote:
           | Will Apple do it differently?
        
           | jedberg wrote:
           | Right, exactly the same way Apple Mail will work.
        
           | gruez wrote:
           | The wording[1] also suggests they request the images even if
           | you haven't opened the email, which obfuscates whether you've
           | opened the email or not. With other services like gmail the
           | images are only requested when you open the email, so it's
           | possible to infer whether you opened the email or not based
           | on whether the image was loaded.
           | 
           | [1] https://twitter.com/rjonesy/status/1401993816001978375/ph
           | oto...
        
           | webmobdev wrote:
           | This is why I find it hard to trust Apple products - if Apple
           | funnels the request through their servers Apple also now has
           | access to this data. Now, your personal data / metadata is
           | available with more people than before. But you are supposed
           | to believe this is all to protect you. /s
           | 
           | (And no, I don't trust Apple not to associate this data with
           | a user's Apple ID and datamine it in the future - _if your
           | country has lax privacy laws Apple will exploit it till the
           | law says otherwise_.)
           | 
           | Edit:
           | 
           | Here's another perspective - now, even if I don't use Apple's
           | iCloud backup or email services, Apple has found another
           | _clever_ way to learn about some of the marketing emails I
           | receive. That information is very valuable.
        
             | macintux wrote:
             | > if your country has lax privacy laws Apple will exploit
             | it till the law says otherwise
             | 
             | Given the wretched state of privacy laws in the U.S. that
             | seems an uncharitable position. Apple has far more business
             | motivation to treat its customers well in that regard than
             | to try to squeeze money out of their data.
             | 
             | Although you'd think they'd have motivation to treat
             | developers better than demanding a 30% cut, so there's
             | that.
        
             | floatingatoll wrote:
             | Typically they have an off switch for things that are
             | considered sensitive data, and when they don't they seem
             | inclined to course correct. If they don't have an off
             | switch in the WWDC developer betas, that would be a bug for
             | everyone to report via Feedback Assistant.
        
             | lstamour wrote:
             | If Apple re-uses iCloud Private Relay for this feature,
             | which they might or might not be doing, then there are
             | actually two entities involved and Apple presumably knows
             | what user made the request but not what URL was requested:
             | https://appleinsider.com/articles/21/06/10/how-apple-
             | icloud-...
        
         | maxpert wrote:
         | I literally use a tool for hiring that tells me exactly when
         | mail was opened and which links were clicked. So no, That is
         | not anonymization!
        
           | amelius wrote:
           | I have a tool which opens emails and randomly clicks links.
        
           | jedberg wrote:
           | Anonimization as in the IP address and location of the
           | requester. Just like Apple Mail will do.
        
             | [deleted]
        
         | smoldesu wrote:
         | I have never used an email client that doesn't block it by
         | default. I was surprised (and somewhat worried) when I heard it
         | being announced for Mail.
        
         | lstamour wrote:
         | Yep.
         | 
         | When Gmail first introduced this image proxy feature in 2013 it
         | started showing images in emails by default, which is great. I
         | researched blog posts from then and apparently a workaround
         | that still worked was to serve a fake HTTP Content-Length
         | header of "0" and Gmail's proxies wouldn't cache the image.
         | It's unclear if this bug has been fixed or not, or if similar
         | bugs affect Outlook's proxies, for example.
         | 
         | The rest of this post is speculation -
         | 
         | I wonder if it won't affect Apple's Mail app because Apple
         | isn't loading images directly from a proxy, instead, the
         | original URL is sent to the Mail app over IMAP or Exchange and
         | then Apple will download the image by asking the Apple proxy
         | for the unmodified URL. This means even if an existing Gmail or
         | Outlook image proxy server can be tricked, it shouldn't affect
         | the Apple Mail app.
         | 
         | That's not to say Apple Mail won't have other issues - for
         | example, it shouldn't stop at images. Apple Mail supports CSS
         | and web fonts, so theoretically all network traffic not
         | destined to hit the IMAP server should go through the proxy if
         | complete privacy is desired. I think the wording of the Mail
         | app suggests it's more than just images.
         | 
         | And the way it's implemented, because it's not server-side, it
         | does indicate that an email address checked using Apple Mail
         | downloaded your email, so you know it's pretty likely there's a
         | human at the other end and they use Apple Mail even if they
         | don't know exactly when you opened the email for the first
         | time, they know when your Mail app downloaded it and possibly
         | when you received a push notification about it. Unless it
         | caches content with every request, which it might, you might
         | also know how many different Apple Mail clients downloaded the
         | message and when which might still indicate patterns of use
         | especially if you can create a network of tracking pixels
         | across different email messages. Finally, nothing about the
         | feature actually anonymizes links or prevents specifically
         | tracking pixels, but that's probably a good thing until we
         | invent local Content Blocker extensions for Mail app, for
         | example.
        
       | trasz wrote:
       | "93.5% of all email opens on phones come in Apple Mail on iPhones
       | or iPads"
       | 
       | How?
        
         | bombcar wrote:
         | 93.5% of all _trackable_ email opens on phones comes from Apple
         | Mail on iPhones or iPads.
         | 
         | If Google is already doing something similar for gmail then
         | android statistics would be ignored or worthless.
        
       | ryantgtg wrote:
       | When Casey Newton (author of the article) first launched his
       | Substack newsletter, he was alarmed that the full posts were not
       | displayed for gmail users - instead there was a "jump" (that many
       | users probably don't see, because it's formatted as "... [Message
       | clipped] View Entire Message"). The issue is that gmail clips
       | emails at 102k, and the substack emails easily hit that limit
       | when posts contain lots of urls due to 1) inline styling on
       | links, and 2) the ballooning hyperlinks due to the tracking
       | strings.
       | 
       | This person found that substack was ballooning a 59 character url
       | to over 400 characters.
       | 
       | https://tedium.co/2020/12/22/gmail-102kb-email-size-limit-hi...
       | (same author, more detail):
       | https://twitter.com/ShortFormErnie/status/133992146683031961...
       | 
       | I was hoping this incident would cause substack and others to
       | pull back on the reins a little bit. The urls on these emails are
       | redonk, and clearly the authors aren't happy about users missing
       | out on content.
        
         | shortformblog wrote:
         | I wrote the story on the size limit issue you linked and have
         | thoughts on the issue listed here. (Long story short: This
         | whole issue is a byproduct of the lack of standardization in
         | the email space, something highlighted by the use of tables in
         | emails, which are another reason why emails are so large. Long
         | story short, email is in need of modernization, which could
         | lead to better options for tracking than tracking pixels, which
         | are not anonymized enough for publisher use cases.)
         | 
         | I agree that the amount of tracking going on in the Substack
         | links is a bit aggressive, but I want to be careful to not put
         | too much of the blame on them for the long links. Part of the
         | problem is the service that Substack is using, Mailgun, is
         | intended for transactional emails, rather than the newsletters
         | that Substack is sending. My feeling is that Substack ramped up
         | using Mailgun but probably needs to start building their own
         | tech for doing this, because it's clearly not suited for the
         | Substack use case.
         | 
         | Thanks for sending the link--it is super-relevant to this
         | issue.
        
       | Animats wrote:
       | I've had image loading turned off in Thunderbird for a decade or
       | more.
        
         | midasuni wrote:
         | I don't think I've ever had a mail client that loads images by
         | default. Maybe Eudora in the late 90s? I have a feeling html
         | mail was coming in around then, and it was before I moved to
         | pine.
        
       | symfoniq wrote:
       | Unless I'm misunderstanding how this new feature is implemented,
       | tracking pixels will still work, but the data that can be gleaned
       | from them will be more generic (the IP address will belong to a
       | proxy).
       | 
       | Senders that are using these pixels to measure engagement (as
       | opposed to building user profiles) shouldn't have much to worry
       | about.
        
         | iancarroll wrote:
         | "Mail Privacy Protection works by hiding your IP address and
         | loading remote content privately in the background, even when
         | you don't open the message."
        
           | taylorfinley wrote:
           | Does this give Apple an excuse to send the content of
           | received emails to their servers, for the background proxy
           | loading process? "Even when you don't open the message" is
           | very creepy to me. I'm suspicious of any company that wants
           | to read my emails to 'protect' my privacy.
        
             | symfoniq wrote:
             | Not necessarily. Tracking pixels are implemented using
             | images (usually transparent ones), so all Apple Mail
             | _needs_ to do is send the image URLs to the proxies, not
             | the entire contents of the email. What they 're _actually_
             | doing remains to be seen.
        
             | crooked-v wrote:
             | The simplest implementation here would probably be
             | something where the server pulls a copy of images and then
             | bundles them into an inline blob in the IMAP email storage.
             | 
             | They're "reading your emails" for functionality like spam
             | filtering anyway. This seems like it would work on
             | basically the same level as that kind of stuff.
        
               | warkdarrior wrote:
               | > They're "reading your emails" for functionality like
               | spam filtering anyway. This seems like it would work on
               | basically the same level as that kind of stuff.
               | 
               | This is how Gmail started as well, and now Gmail is a big
               | source of profiling info for Google advertising.
        
       | AlexandrB wrote:
       | Betteridge's law of headlines applies to this one. Though this
       | quote from another article was particularly inexplicable to me:
       | 
       | > "This is another sign that Apple's war against targeted
       | advertising isn't just about screwing Facebook," Joshua Benton
       | wrote in Nieman Lab. "They're also coming for your Substack."
       | 
       | Substack's whole appeal (at least to me) is that it's not bogged
       | down by the seemingly mandatory ads, popovers, and autoplay
       | videos that plague every other news site.
        
         | stonogo wrote:
         | Substack's value prop is that subscribers receive richly-
         | formatted emails of the posts; it's essentially a newsletter
         | service with a web publishing feature.
        
         | dylan604 wrote:
         | Why is it that Apple is coming for anyone specific rather than
         | just trying to protect user privacy in general regardless to
         | who it is affecting? Of course, other than not being click-
         | baity enough.
        
           | AlexandrB wrote:
           | Reading some of the takes on this topic makes me realize that
           | my consent is completely irrelevant to this whole industry at
           | this point: https://mattietk.medium.com/apples-mail-privacy-
           | protection-i...
           | 
           | > Apple's fight for privacy is really a fight against the
           | web. In signing up for a newsletter, a publisher or marketer
           | already has a more valuable piece of PII: your email address.
           | By focusing on IP addresses, and blocking trackers rather
           | than proxying them on a fuzzy delay (which would provide the
           | same useful publisher data without any PII leak of location
           | or time), Apple are not really fighting for their users so
           | much as they are fighting against email.
           | 
           | No. Embedding invisible elements that report back information
           | I never intended you to have is "fighting against email".
           | Terrestrial mail does not allow you to track where, when, or
           | by whom it's opened. I think that's the expectation of most
           | people for email as well. The fact that marketers have gotten
           | away with something different thus far is a _vulnerability in
           | the standard_ as far as I 'm concerned and should be fixed.
        
       | felipemesquita wrote:
       | Unless Apple's proxy loads every image in all emails
       | independently of the user opening them, it's still possible to
       | track when a message is viewed by having images with unique URLs
       | for each recipient.
        
         | gruez wrote:
         | The picture in the embedded tweet[1] suggests that the images
         | are loaded even if they're not opened.
         | 
         | [1]
         | https://twitter.com/rjonesy/status/1401993816001978375/photo...
        
         | crooked-v wrote:
         | > Mail Privacy Protection works by hiding your IP address and
         | loading remote content privately in the background, even when
         | you don't open the message.
         | 
         | It does load all the images independently of the user opening
         | it.
         | 
         | My guess is that the server will pull a copy of everything as
         | soon as the email is received and bundle it all into an inline
         | blob that goes to the client.
        
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