Dialog Season 1, Episode 3: A Conversation with John Gruber (Part 2)

Today, we published the second part of our Dialog interview with John Gruber of Daring Fireball. You can find the episode here or listen in the Dialog web player below.

Like Federico, John Gruber was one of the first people I thought of when we began planning this first season of Dialog about writers and writing. Daring Fireball was an inspiration for me too, but in a slightly different way.

I first met Gruber in 2012 at the first Úll conference in Dublin, Ireland, where he was a surprise speaker. That was before I built my first iOS app or was writing or podcasting. I went to Úll on a lark to get a closer look at the iOS developer community I’d been following as I started to teach myself Objective-C. By the end of three days chatting with Gruber and other writers and developers at Úll, I knew I wanted to be part of that scene, creating my own apps. It would be almost three years before I launched Blink, my first app that drew any attention, and five before I could quit my old job, but that’s precisely why this second part of our interview with Gruber resonated with me.

Daring Fireball started like many indie businesses: as a labor of love that Gruber wrote on the side while working another job. The site didn’t earn enough to make it a full-time job at first, but over time it grew, and Gruber was faced with a choice. Daring Fireball had reached a point where it had a shot at supporting him and his family, but not unless he quit his day job, which he did.

In the latest installment of Dialog, we continue our conversation about the difficulty of making it as an indie writer online today. Gruber discusses how his priorities have shaped Daring Fireball, the audience for whom he writes, and maintaining the site’s relevance long-term.

Of course, no interview with Gruber would be complete without talking about Markdown. Although we nearly forgot to ask about it, I’m glad we did because it’s not easy to remember that Markdown, which debuted 15 years ago, took a while to catch on. Markdown’s human-readable syntax may not have clicked with writers on the web in 2004, but as more people who didn’t have experience with HTML started their own websites, Markdown gained momentum. Today, it’s used on all sorts of platforms and in text editors, blogging tools, and even Apple’s own Xcode IDE.

As we conclude our first Dialog interview, I want to thank John Gruber for taking the time to be our first guest on Dialog. Next week, we’ll begin a two-part interview with singer-songwriter Frank Turner, who we caught up with as he passed through Madison, Wisconsin on tour last month. I’m excited to share those episodes for a couple of reasons. First, it was a personal thrill to interview Turner, whose music I love. Second, while the conversation is a departure from what you likely hear on a lot of your favorite tech podcasts, there are fascinating parallels between John Gruber’s writing on Daring Fireball and Turner’s songwriting, which is precisely what we’d hoped for when we began this season.

Finally, thanks for listening. If you missed the first part of our interview with John Gruber you can listen to it here, and you can subscribe to the podcast here. Also, if you’re enjoying the show, please take a moment to rate it in iTunes or recommend it in Overcast to help others discover it.


WWDC Podcasts: A Roundup of Episodes with Apple Special Guests

If you enjoy podcasts and Apple, your queue of episodes to check out has likely been bursting full since WWDC kicked off last Monday. So many great shows have been published with analysis and impressions of Apple’s announcements, but one thing that’s been particularly special is the number of podcasts that have featured guests from Apple over the last week. Here’s a roundup of episodes with Apple employees that you shouldn’t miss out on.

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Apple Is Listening

Marco Arment, from Marco.org:

It’s hard to tell when Apple is listening. They speak concisely, infrequently, and only when they’re ready, saying absolutely nothing in the meantime, even when we’re all screaming about a product line as if it’s on fire. They make great progress, but often with courageous losses that never get reversed, so an extended silence because we’re stuck with a change forever is indistinguishable from an extended silence because the fix isn’t ready yet.

But there has clearly been a major shift in direction for the better since early 2017, and they couldn’t be more clear now:

Apple is listening again, they’ve still got it, and the Mac is back.

Excellent summary of the general feeling I’ve gathered coming out of WWDC last week. Apple’s reputation for secrecy makes it hard to tell if they hear the community’s concerns, and for a time the evidence signaled that they didn’t. That’s clearly changed, however, as the last couple years have demonstrated; WWDC’s myriad of goodies for every platform was simply the latest confirmation that Apple is listening, and they care.

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Ulysses: The Ultimate Writing App for Mac, iPad, and iPhone [Sponsor]

Ulysses is a powerful text editor for the Mac, iPad, and iPhone that packs an extraordinary depth of features beneath a simple and clean interface. The app’s Apple Design Award-winning UI allows you to concentrate on your writing distraction-free with the confidence that when you need them, Ulysses’ pro tools are just a click or tap away. Also, because Ulysses syncs using iCloud, you can get your writing done wherever you happen to be and whichever device you are using.

Under the hood, Ulysses has all the functionality needed to manage and produce all of your writing projects. The Library sidebar is perfect for organizing a large number of documents into groups that can be nested. The app also features writing goals, powerful search and filtering options, support for keywords, in-line images stored locally or remotely on a server, and much more. Ulysses is constantly being updated with new features too. Recently, the iPad version added a split view, which allows you to view and work on two documents at once. Publishing to a Ghost blog was also recently added, and you can export your final product in a wide variety of formats including, plain text, Markdown, TextBundle, rich text, DOCX, ePub, HTML, and PDF, or publish to a WordPress or Medium blog.

Ulysses is a free download on the App Store and Mac App Store, so you can try it before deciding whether to subscribe for $4.99 per month or $39.99 per year. Students can subscribe for six months at a time for $10.99. However, Ulysses has a special deal just for MacStories readers. For a limited time, use this link to learn more about Ulysses and get the first year of an annual subscription for $19.99, a 50% discount off the usual price.

Our thanks to Ulysses for sponsoring MacStories this week.


Surveying Apple’s Latest Accessibility Work

Steven Aquino, writing for TechCrunch:

Although much of the conversation around what Apple announced revolves around iPadOS and Project Catalyst, based on what I’m hearing on podcasts and seeing in my Twitter timeline, Voice Control definitely is a crown jewel too. Nearly everyone has praised not only the engineering that went into developing it, but also the fact that Apple continues to lead the industry at making accessibility a first-class citizen. Myke Hurley said it best on the Upgrade podcast following the event, the weekly show he co-hosts with Jason Snell, when he said Voice Control is something Apple doesn’t have to do. They do it, he said, because it’s the right thing to do for every user.

Aquino interviewed Sarah Herrlinger, Apple’s Director of Global Accessibility Policy & Initiatives, about three major new accessibility features: Voice Control, Hover Text, and pointing device support. While the iPad enthusiast in me is all about those pointing devices, Voice Control is a tremendously exciting technology that I hope has ramifications for the future of Siri.

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Connected, Episode 246: The Ultimate Dark Mode Is a Crash

Live from WWDC in San Jose, Federico, Myke and Stephen review their WWDC predications and prizes are awarded after an intervention. Then, iPadOS, Shortcuts and the Mac Pro are discussed before Federico’s surprise is unveiled for the world to see.

Live from San Jose, our extra-special live episode, featuring my long-awaited surprise. You can listen below (and find the show notes here).

Sponsored by:

  • Astropad Studio: Turn your iPad into a professional graphics tablet.
  • MacStadium: Get two months for the price of one on a Mac mini subscription.
  • Instabug: The Most Comprehensive Feedback Platform for Mobile Apps
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Safari on iPadOS is Living Up to the Hype

Dieter Bohn at The Verge spent some time with the new and improved Safari on iPadOS:

Google Docs has long been a huge problem on the iPad, for two reasons. First, Google’s own iPad app is god-awful and the company seems hell-bent on not updating it to work better. Second, Google Docs in Safari on the iPad right now redirects you to that app even if you “Request Desktop Site.”

On iPadOS, however, Google Docs in Safari seems great.

Admittedly, I only spent about five minutes poking around, but I went straight for the stuff I didn’t expect to work at all — and it worked. Keyboard shortcuts for formatting and header styling, comments, cursor placement, and even watching real-time edits from another person in the doc all worked.

In iPadOS, Apple is setting the Safari user agent to the desktop version (previously, Safari on iPad has used a mobile user agent), but that’s only the tip of the iceberg. Setting the user agent will cause websites to display their desktop varieties, but those were built with the expectation of mouse interactions rather than touch. There’s a lot more details to uncover here, but it looks like Apple has done a huge amount of work under the hood to make touch interactions work intuitively in the desktop browser paradigm.

We’ll have many more details on the new Safari changes over the coming weeks and months, but at first glance it’s great to see that Apple wasn’t kidding about iPadOS Safari being truly desktop-class.


You can also follow all of our WWDC coverage through our WWDC 2019 hub, or subscribe to the dedicated WWDC 2019 RSS feed

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Hands-On with iPadOS and iOS 13: Changes Big and Small

iPad and iPhone users are in for a big treat this fall when iPadOS and iOS 13 launch. Each update is a major release that pushes Apple’s mobile platforms forward in big and small ways, making them more powerful for consumers and professionals alike.

If you haven’t read my iPadOS and iOS 13 overviews yet, the majority of details about each release are documented there. But I’ve been using the beta versions of both systems for a few days now, and while these are just an early look at what the finished releases will be, there are a lot of changes – some very significant, while others are relatively minor – that I’ve been excited to see.

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