Technology

Will Apple Mail threaten the newsletter boom?

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Today, let’s talk about one of Apple’s many announcements this week at its Worldwide Developer Conference, which some see as a possible threat to the rise of journalism distributed by email. If that sounds self-indulgent, given that it’s coming from a journalist who distributes his work via email, I apologize. But it touches on so many of the subjects of interest to us here — a tech giant’s ability to reshape markets to its liking; how journalism will navigate the platform era; what we mean when we talk about privacy — that I hope I can pique your interest at least a little.

I.

Start with the news. On Monday at WWDC, Apple announced Mail Privacy Protection, which will limit the amount of data that people who send you emails can collect about you. Here’s how the company describes it:

In the Mail app, Mail Privacy Protection stops senders from using invisible pixels to collect information about the user. The new feature helps users prevent senders from knowing when they open an email, and masks their IP address so it can’t be linked to other online activity or used to determine their location.

When you eventually update your iPhone to iOS 15 this fall, you’ll see a screen at launch that invites you to opt in:

Let’s assume most Apple Mail users opt in, as they have with the similar App Tracking Transparency feature. How necessary is this open-rate data to building email-based businesses? Over the past day I’ve read and heard lots of disagreement.

Some quick background for the non-email obsessives. Long ago, email marketers began including invisible pixels in the emails they send you; when you open their messages, those pixels load, telling the sender that you read their message, and might also infer your location from your IP address.

Collectively, the percentage of people that actually open emails is known as the open rate, and it’s one of the most important metrics that senders measure to gauge the effectiveness of what they’re doing. It gives you a sense of how engaged your audience is, and how that engagement is changing over time.

At the same time, there is a fairly long tradition of people finding this creepy. The email startup Superhuman had to apologize in 2019 after a viral blog post explained how the company tracked when, where, and how often people opened emails sent through its service. The Markup, a nonprofit newsroom that often focuses on issues of data privacy, turned down eight potential email providers before finding one that would agree to turn off tracking capabilities.

Last year, when Basecamp launched the email service Hey, it made the blocking of tracking pixels a marquee feature. In a blog post today, Basecamp cofounder David Heinemeier Hansson — no fan of Apple in general! — declared victory against tracking pixels. He 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.

There’s also simply no way users are going to willingly accept the premise of spy pixels if Apple presents the privacy dangers as clearly and as honestly as we’ve done in HEY. Apple already showed that with their drive to block unique ad identifiers for cross-app tracking in iOS 14.5: 96% of users in the US have declined to let apps track them like that! And email spy pixels are far worse and much creepier.

II.

Let’s stipulate a few things up front. One, most people still don’t know that these spy pixels exist. Two, if they did, most people probably wouldn’t allow them if given the choice. Three, the majority of these spy pixels are used for marketing purposes — efforts to target you better for e-commerce. I do not think it is at all irrational to look at the state of affairs the way Apple did, and say to hell with it.

At the same time, email-based publishing has been of the few bright spots for journalism in recent years. (Certainly it has been a bright spot for me!) Media companies from Facebook to Twitter to the New York Times are now investing heavily in newsletter strategies; new email-based publishers are popping up seemingly every week. Much of this has come in the wake of the success of Substack, which I use to publish Platformer (see disclosure).

And so it’s no surprise that some observers look at Mail Privacy Protection and see a threat. “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.”

Benton brings some powerful numbers to buttress his worries: “The most recent market-share numbers from Litmus, for May 2021, 93.5% of all email opens on phones come in Apple Mail on iPhones or iPads,” he writes. “On desktop, Apple Mail on Mac in responsible for 58.4% of all email opens.”

It seems clear that Apple’s move to cut off granular customer data from email senders will affect the email economy. 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.

“The advertising industry has addicted itself to tracking, prioritizing bottom of the funnel metrics at the expense of great content and creative. It’s tragic,” said Alex Kantrowitz, author of the free, ad-supported newsletter Big Technology. (He previously covered the industry for Ad Age.) “And it’s why people hate advertising and ad companies.”

Kantrowitz told me that his ad inventory was sold out for the first half of the year, thanks to a premium audience he identified not by pixel-based tracking but by a good old-fashioned reader survey. (The Markup, too, has used reader surveys to build a picture of its user base.)

“Pixel blocking makes placements like this more valuable and gives quality email newsletters a leg up on the junk clogging most people’s inboxes,” Kantrowitz said.

For ad-based newsletters, then, Mail Privacy Protection is likely to spur publishers to find other ways to understand their audiences. But what about paid newsletters, like this one?

Apple’s move may affect reader-supported newsletters even less, publishing industry executives told me today. Writers can triangulate reader engagement by plenty of metrics that are still available to them, including the views their stories get on the web, the overall growth of their mailing list, and — most meaningful of all — the growth of their revenue.

The media business changes so quickly that I don’t find it at all irrational to read about a move like the one Apple made this week and assume it will be bad for journalism. But in this case, it mostly strikes me as a false alarm. There are any number of changes that major email providers including Apple, Google, and Microsoft could make that would make life more difficult for newsletter-based businesses. In the end, though, I don’t think blocking spy pixels is one of them.

III.

All that said, I can’t end without pointing out the ways in which Apple itself benefits from cracking down on email data collection. The first one is obvious: it further burnishes the company’s privacy credentials, part of an ongoing and incredibly successful public-relations campaign to build user trust during a time of collapsing faith in institutions.

Taken together, the numerous iOS 15 features focused on user privacy combine to place more pressure on the digital ad ecosystem. Perhaps most notably, “Private Relay” — available to paying subscribers of Apple’s iCloud+ service — will encrypt all traffic leaving a user’s device, making them harder for advertisers to track.

One of my more cynical friends views all this as a way to funnel more businesses to building apps, offering in-app purchases, and promoting them with Apple’s advertising products. Marketing emails not working as well as they used to? Sounds like it’s time to buy some keywords in the App Store!

And what of creators who want to move away from the ad model? Apple will be there, ready and waiting to take a 30 percent cut of Twitter Super Follows, paid podcasts, and ticketed Facebook events.

It’s sometimes said that Amazon’s ultimate goal is to take a cut of all economic activity. Looking at Apple’s privacy moves this week, I’m mostly willing to take them at face value — as a necessary counter-balance to the inexorable rise of tracking technologies around the web. But it also seems clear that the value to Apple goes far beyond customer satisfaction — and as its revenues from ads and in-app purchases grow, we’d do well to keep an eye on how its policies are gradually reshaping the economy.

The Ratio

Today in news that could affect public perception of the big tech companies.

⬇️ Trending down: Online ads for jobs at more than 30 Apple suppliers contained discriminatory language, an analysis found. “‘Tibetans, Uyghurs, Hui, Yi, Dongxiang from Tibet or Xinjiang regions aren’t accepted,’ read one April job ad from Biel Crystal, a company that makes iPhone cover glass.’” (Wayne Ma / The Information)

Governing

⭐ An international group of law enforcement officers successfully got hundreds of criminals to use an encrypted messaging app that they controlled, leading to more than 800 arrests today. You get the feeling this will be a movie sometime soon. Here’s Rachel Pannett and Michael Birnbaum at the Washington Post:

For nearly three years, law enforcement officials have been virtually sitting in the back pocket of some of the world’s top alleged crime figures. Custom cellphones, bought on the black market and installed with the FBI-controlled platform, called AN0M, circulated and grew in popularity among criminals as high-profile crime entities vouched for its integrity.

The FBI in the past has dismantled encrypted platforms used by criminals to communicate, and infiltrated others. This time, it decided to market an encrypted app of its own to target organized crime, drug trafficking and money laundering activities across the globe. The FBI effort was aided by a paid collaborator who had previously marketed other encrypted devices to members of the global criminal underworld.

ProPublica got a hold of the tax returns for thousands of the wealthiest Americans for the past 15 years, including Jeff Bezos, Bill Gates, and Mark Zuckerberg. “Taken together, it demolishes the cornerstone myth of the American tax system: that everyone pays their fair share and the richest Americans pay the most.” And there’s more to come. (Jesse Eisinger, Jeff Ernsthausen and Paul Kiel / ProPublica)

Google will add more search engines for users to choose from on new Android phones, following pressure from the European Commission. “Google had a stable 97% market share for mobile search in Europe last month, a figure that’s barely budged despite rolling out a ‘choice screen’ to prompt downloads of search alternatives for new phones.” (Aoife White / Bloomberg)

Telegram and Amazon are hosting fake vaccine-card merchants. A predictable but still concerning development. (Caroline Haskins / BuzzFeed)

Actors linked to Russian information operations are covertly targeting Americans on far-right platforms including Gab and Parler. The operation has had limited success; talking points include “voter fraud, amplification of tensions over racial inequality and police violence, criticism of the U.S. government’s response to Covid-19, racist attacks on Vice President Kamala Harris, and accusations of senility and pedophilia directed at President Joe Biden.” (Graphika)

An analysis of trends in Facebook political ads shows surging interest in foreign policy, climate change, and voting rights. Ads about “antifa” and “the far left” are on the dexline. (Sara Fischer/ Axios)

Twitter suspended prominent author Naomi Wolf, known for her feminist book The Beauty Myth, for tweeting vaccine misinformation. Please do not tweet that vaccines are a “software platform that can receive uploads.” (BBC)

Industry

Dispo, the photo-sharing app that was hot for five minutes for last year, is attempting to make a comeback, starting with a new Series A investment round. Here’s Nicole LaPorte at Fast Company:

“A lot of what we’re doing feels reminiscent of the early days of social media, but there are other parts we’re hoping to get right from the absolute beginning, which is a much greater emphasis on trust and safety; a much greater emphasis on thinking critically about the impact the product is having on a person’s mental health. The early days of social media were all about ‘move fast and break things.’ Our thought is, ‘move fast and build things.’ How can you create something that is additive and not just destructive for the sake of growth?”

New features for iMessage and FaceTime announced at Apple’s developer conference this week shows the company on a collision course with Facebook. That said, these features are really pretty minor — until iMessage shows up Android, this line of thinking veers off toward fan fiction. (Steve Kovach / CNBC)

Facebook will offer extra cash to creators who stream more and hit certain bonus targets. Creators can also now earn commissions directly from shopping posts on Instagram. (Karissa Bell / Engadget)

Instagram made an effort to explain its ranking algorithms. “We can’t promise you that you’ll consistently reach the same amount of people when you post. The truth is most of your followers won’t see what you share, because most look at less than half of their Feed.” (Adam Mosseri / Instagram)

On Twitch’s 10th birthday, a look at how the streaming site helped to invent the model of patronage that many other platforms are now scrambling to copy. But full-time streaming often leads to burnout, and the market is extremely competitive. (Cecelia D’Anastasio / Wired)

An issue with content delivery network Fastly knocked a huge chunk of the internet offline for an hour Tuesday. Amazon, Twitch, and Reddit were among the sites affected. (Tom Warren / The Verge)

Those good tweets

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