App Breakdown #63 · Headway

The UI design of Headway, the book summary app built to replace doomscrolling

Headway promises to replace your doomscrolling with microlearning. José opens it for the first time and finds an onboarding that throws a lot at you, and one bold idea hidden deep in the app.

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José opens the episode on Headway, the app that promises to replace your doomscrolling with microlearning 0:00. A few episodes ago he broke down one of its main competitors, Blinkist, which compresses books into micro lessons 0:09, so he expects something similar, though he has never opened Headway.

Stories, then quizzes

From the very first screen, it starts with storytelling 0:32. No fancy animations, no fancy illustrations, just a plain splash screen 0:44, told in an Instagram-story-style onboarding 0:54:

“Key ideas from the nonfiction bestsellers”: a stack of books labelled Typical book, 300+ pages, beside Atomic Habits as a 15-minute Book summary

“And I love that they use Atomic Habits as an example” José

It claims to be the number one most downloaded book summary app, which surprises him 1:35. And when the time runs out, the Skip button turns into Get Started 1:37. Then come the quiz questions:

“I love that all apps now have quizzes on the onboarding and if it’s not obvious enough, yes, I’m being ironic” José, 1:52

Even if the metrics prove otherwise, as a user he doesn’t like it 1:59. One screen, asking his gender, is completely empty, with the answers at the bottom in a different layout from the question before 2:13:

“Select your gender”: an almost empty dark screen, with Prefer not to say and the buttons Male, Female and Non-binary at the very bottom

“I’m not entirely sure why they made the screen this way” José

A story that gets diluted

He doesn’t feel they do a great job of painting the narrative: they started with a very big one, and it got diluted 2:40. Asked for a monthly goal of summaries, he doesn’t even know what a summary is yet 2:49. His guess is most people just pick the pre-selected value 3:01. The next screen says it only takes five minutes a day to complete 15 summaries a month 3:11:

“They should have told me this up front” José

Then the classic streak commitment, which he has seen in so many apps that he’s losing count 3:29. He would love to know if any of these apps have run an A/B test, keeping the feature for some people and removing it for others, to see whether it actually affects retention 3:51. He bets that for a lot of apps it makes no difference, and for a few it has a massive impact 4:04.

A notification ask you barely notice

The app pushes him to start a summary on day zero, which he calls very smart 4:18. Then it asks when he would like new ideas, and he picks 9 a.m.:

A calendar page reading “Day 21” above the iOS prompt, “‘Headway’ Would Like to Send You Notifications”, over a time picker set to 9:00 am

“Oh, very smart way to prompt for notifications. They didn’t even mention notifications anywhere.” José, 4:33

He almost pressed Allow without thinking about it 4:37:

“Very contextual, feels completely effortless.” José, 4:48

Still, the onboarding scatters illustrations and lines that don’t really connect to the story 4:56:

“And so I feel like this onboarding is very jumpy” José, 5:07

A loading screen that stops to ask

While the app crafts his learning experience, the loading stops halfway to ask him a question 6:24:

“We are crafting your learning experience…”, a progress bar for Setting goals at 49%, and a card asking “Do you find it challenging to pick the right books?” with No and Yes

“Okay, this is a very interesting UI. I don’t think I had seen this before” José, 6:30

Stopping midway, as if you’re unblocking them, is pretty cool if the answer actually has value 6:37. But after three questions, each at 50%, it stops feeling natural 6:57:

“Nevertheless a cool pattern that I’ve never seen” José, 7:18

A commitment pact

Then the commitment pact, where you put your fingerprint on the app to commit 7:28:

“Commitment pact”: “To achieve what I want, I must grow. So, I commit to my goals and becoming better…”, and a fingerprint button, “Tap to commit”

“You know I’m a fan.” José, 7:32

It adds a little friction, so you feel you’ve committed to something rather than tapping random buttons.

“So not the fanciest of interactions but it gets the job done” José, 7:59

The paywall, which he thinks comes from the same playbook as Opal’s 8:07, gives seven days free and then bills the whole year, which he calls a very common black-hat technique, though it prints money. And they only ask him to create an account after trying to charge him 9:30, which shows how much monetisation matters in this first session.

Persistent badges

On the home, two things are badged. Opening one doesn’t clear its badge:

“I really, really hate persistent badges that don’t go away when you actually tap on things.” José

A reader and a mini player

The reader has an index to jump between parts, and you can change the background colour and text size 16:17. It doesn’t have as many options as Apple Books’ reader, which he thinks is spectacular, but it does the basics 16:29. Back on the home, the button that picks a random summary has turned into a progress bar for the book he’s reading, a minimised player like Apple Music’s or Spotify’s 16:43.

Apple Books, but a little worse

The first carousel cuts every cover to the same aspect ratio, and adds a crease, like Apple Books, to make each one feel like a physical book:

Home: a “Get it now” banner, then “You might also like”, a carousel of book covers with a crease on each

“I can’t shake off the feeling that they’re just slightly worse versions of Apple Books.” José

Categories open as a big grid of books. Daily micro-learning sessions are stories, and he isn’t sure anyone goes through them, though as you read the main message you might discover the book, so it can be a cool discovery mechanism.

A profile button that’s hard to hit

At the top right, the streak and profile look like one button, with a very small tap target:

“I almost had a hard time tapping on the profile so I don’t know why they didn’t just make it two separate entries” José

Shorts

The Shorts tab mixes little lessons from the books with AI-generated videos and polls:

Shorts: a pink card, “Stop apologizing for these things”, with six illustrated reasons like Feeling unproductive and Canceling plans, and a heart button

“To be honest it’s a bit of a weird form factor for this type of thing” José

“It feels like they’re just copying from elsewhere and retrofitting to the type of content that they have” José

A skill tree, buried in Explore

Then Explore, where you drag around a map of topics 22:26:

“I am a sucker for these types of interactions” José, 22:28

Each cluster is a little skill tree:

“Break toxic patterns — Build your base”: a path of steps, the first a summary, Reinventing Your Life, with Read and Listen buttons

“This part of the app, exceptional” José, 22:57

And you can browse the whole map:

Explore: a dark map of hexagon clusters labelled with goals, Enjoy being single, Find daily meaning, Build a positive mindset, and a card for Build dating confidence, In progress

“I’m laughing because these types of UI are like extremely unpractical for the average user, but I really, really love them.” José, 23:13

What puzzles him is that the same app with the boldness to build skill trees also adds Shorts and Instagram stories just because everyone does:

“If you’re confident in it, make the whole app about it. Like make this the home screen, make the skill tree an integral part of my profile.” José

“I can guarantee you that there’s a viral app to be made just on this screen.” José, 24:12

He finds it strange that features like this are so buried in the UI 24:31.

The verdict

One of his favourites is the clustered exploration and the skill tree. What needs work, he says, is the app’s general information architecture and navigation:

“I feel like they bury a lot of things that don’t need to be buried. And also it’s just not very clear to browse.” José, 27:07

The card for “Let People Decline a Discount Offer”, a navigation challenge1 of 4

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