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John Voorhees

Managing Editor

Mastodon: @johnvoorhees@macstories.netEmail: voorhees@macstories.net

John, MacStories’ Managing Editor, has been writing about Apple and apps since joining the team in 2015. He also co-hosts MacStories’ podcasts, including AppStories, which explores of the world of apps, MacStories Unwind, a weekly recap of everything MacStories and more, and MacStories Unplugged, a behind-the-scenes, anything-goes show exclusively for Club MacStories members.

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A New Sort of Automation

THE EXTENSION

Exploring topics beyond our day-to-day coverage.

A New Sort of Automation

Kicking off an analysis of one million deals.

One of the problems with all the AI hype is that it tends to fall into the trap of selling AI as a way to be lazy. Even Apple succumbed to this, although the ads showing workers using Apple Intelligence to be lazy have since been removed from YouTube. But AI at its best allows you to amplify your existing skills by automating processes that would be too hard or time-consuming to do manually. If that sounds a lot like automation, it’s because that’s exactly what it is. Look, I get that AI is a threat to the climate, culture, and maybe even humanity itself. But used responsibly for automation, it can do some incredible things, too.

My approach to AI is as old as computing itself: leveraging machines to do the sort of things that they can do faster than any human can in order to work more efficiently. AI is important to the approach but doesn’t control it. Instead, I use it to help me develop tools faster and add a layer of non-deterministic filtering that enhances my results.

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App Debuts

APP DEBUTS

Noteworthy new app releases and updates, handpicked by the MacStories team.

Willow

Willow is another AI-powered voice dictation app that launched on the Mac a while back and, earlier this week, came out on iOS. (The developers have been kind enough to offer Club MacStories members 200 codes for a one-month free trial; you can find the details in this issue of the newsletter). I’ve been monitoring this new category of apps very closely over the past year, and I’ve tried a bunch of apps in this space: Willow, Superwhisper, Wispr Flow, Raycast, and Aqua come to mind. Something that has become clear to me is that if a dictation app for Mac doesn’t offer an iOS counterpart, I’m not going to use it much. And for those apps that do offer an iOS version, it seems that the general consensus is to build a custom keyboard that kicks you off to the main app temporarily to start dictation, then keeps the session active as a Live Activity so you can dictate in any other app on your iPhone using a custom keyboard.

The new Willow app for iOS checks all these boxes and then some. The iOS app syncs with Willow for Mac, including your custom dictionaries of specific terms that you often dictate and want the app to remember. Something that I appreciate about Willow on both platforms is that the app uses a Live Activity on iOS and a custom “Dynamic Island” UI in the MacBook’s notch to show you that it’s listening and transcribing. I find that to be a nice touch.

In my tests, Willow’s engine (unfortunately, the developers don’t advertise which AI model they’re using) is up there with Wispr Flow in terms of speed and accuracy, although Wispr Flow performed better with commas and overall punctuation for me. Regardless, the iOS version is very polished, and its transcription engine is leagues beyond Apple’s default dictation feature. I highly recommend taking advantage of the promo codes to test the app for a month while they’re available.

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Interesting Links

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Voting Deadline: 5:00 PM U.S. Eastern Time for the MacStories Selects Readers’ Choice Award

Voting Deadline: 5:00 PM U.S. Eastern Time for the MacStories Selects Readers’ Choice Award

Today’s the final day to vote for the 2025 MacStories Selects Readers’ Choice Award. Thanks for partcipating again this year. As we publish today’s issue of Weekly, the tally is very close between multiple apps. Voting closes at 5:00 PM Eastern U.S. time today, and if necessary, we’ll do a runoff election over the weekend and into early next week. If you’re a Club Plus or Premier member you can vote today by visiting the post in the Announcements section of Discord.

And remember: one vote per member. I’ll be checking. 👀

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App Debuts

APP DEBUTS

Noteworthy new app releases and updates, handpicked by the MacStories team.

SuperWidget

SuperWidget is a utility that lets you build custom widgets using data from Apple’s Shortcuts app or third-party APIs. What makes SuperWidget particularly interesting is how it bridges the gap between Shortcuts automation and data sources from external APIs; you could, for instance, create a widget that displays your website’s visitor count, your smart home’s current temperature, or any other data accessible through a REST API. I’ve always wished that Apple would allow me to design custom widgets powered by Shortcuts data, and this is an interesting third-party take on the idea that reminds me of designing a custom dashboard for the TRMNL as well as Panic’s old Status Board app.

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Interesting Links

WK46: Why I Organize by Weeks, Not Days

THE EXTENSION

Exploring topics beyond our day-to-day coverage.

WK46: Why I Organize by Weeks, Not Days

Week numbers everywhere.

Federico likes to poke fun at my obsession with the week number. For context, he’s forever running into YAML metadata or titles of documents I create that reference the week number. From the outside looking in, coming across a “2025-WK46” in a document may look a little weird, I’ll admit. However, from an organizational standpoint, it’s great.

My obsession with week numbers started in Obsidian. Searching for documents by date is often one of the easiest ways to find something, but the trouble is that I generate a lot of documents. Searching by month returns too many documents, and searching by a single date is too precise because my work isn’t organized to that extent. I may have weekly deadlines that rarely move, such as when a podcast is published or this newsletter goes out, but the timing of when I start preparing the documents related to those things varies week to week.

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