I Built the Writing App of My Dreams
This Just In: If you’re super precise and patient (and maybe a little insane), you can completely customize your workflow.
First of all, let me take a moment to retract a passage from my book:
Find an app that works for you, and then stick with it, even if it’s not absolutely perfect. Determine your bare minimum feature set and find something that does that. I require a distraction-free environment, Markdown support, local storage with device syncing, and the ability to export to multiple formats.
I wrote that passage believing no app can be truly perfect. You play a game of give and take with every piece of software — you give up your understanding of how it should work and adapt to the way the thing actually works. In most cases, you settle for "good enough."
I decided "good enough" was no longer, well, good enough and started looking into what it would take to create the writing app I've always wanted. Reader, I now think it is possible to achieve perfection!
Why, because I built an app that is rooted in Markdown, syncs with Ghost, saves versions, and answers questions based on my writing!
Stick around to learn about what I built, why I built it, and how you can get your hands on it.
App Architecture Isn't Easy
Anything related to AI is pretty charged, but I'm pretty clear about my stance — LLM's are not a tool to replace writing but they are able to support a writer's workflow. LLM's are also tools that can enable previously impossible or cost-prohibitive workflows.
I wanted to see if I could take my current writing workflow and use an LLM to turn it into a visually appealing personalized app, similar to what Casey Newton did a few months back. That workflow would require Markdown writing, using AI as a developmental editor, and (ideally) publish to Ghost.
I began a Claude Code session and basically asked if this was possible. Claude, unsurprisingly, said of course and started asking questions. Within about a day, I had a fully functional Markdown editor that worked with files on my computer. Pretty great, right? Well, that's when I realized just how deep this rabbit hole could go.
The problem with AI is that it doesn't understand intent, it only processes what it reads and predicts the next outcome. While the Markdown editor was pretty solid, everything else was pretty terrible. Oh, and it had a pretty significant data loss problem because I didn't explicitly tell the AI to build the app in a way that wouldn't overwrite entire files randomly. So, I guess that was on me.
In the many weeks and nearly two-thousand builds since that first Markdown editor, I've gained an insane amount of knowledge about "human interface guidelines," how to articulate features and design, and (most importantly), how to think about the architecture that allows software to function.
Each new feature or fix is essentially a new path that will inevitably prevent or impact a future decision. You obviously don't know what those future decisions are, but you have to think through what trade-offs they will require while building.
For example, saying I wanted the app to publish and edit Ghost posts seems pretty innocuous on the surface. But, go deeper and you realize that Ghost supports a whole host of content types that Markdown has no equivalent for. So, I needed to scope out a process that would take Ghost content from the API, convert it into a customized form of Markdown, and then reconvert it back to a format the Ghost API could read. To say I lost some files in the process of testing this is an understatement.
Building this app required hundreds of highly detailed roadmap items that I sketched out, trying to anticipate every possible use case or decision path. These decisions and their inevitable tweaking cost me hundreds of millions of tokens — not something a normal (or sane?) person will spend time or money on.
That said, I'm pretty proud of what I’ve built with Claude and Apple's Xcode. I've leaned a lot along the way, so much so that I even started the entire build over from scratch to change a fundamental architecture decision after learning more about Apple's core frameworks. The result is truly the unified writing app of my dreams and I can't wait to show it to you!
Introducing em — a Markdown Editor that Puts You in Control
Say hello to em — as in em dash — the greatest punctuation ever invented.

em is built for writers who have a ton of files who want to be the only one to decide what to do with 'em. It's a full-featured Markdown writing app with support for iCloud libraries and remote Ghost sites.
While em supports 16 native Ghost Koenig cards, publishing, scheduling, and email newsletters, the secret sauce is in em's intelligence features.
Smart Search allows searching your library for more than just words, and instead, search for meaning. Thanks to something super technical called chunk embedding, em indexes your library into small chunks that it can derive context from. This way if you want to search for when did I write about software development? you might get results that are also about building apps.
The beautiful part of all of this is that Smart Search is 100% on-device. It uses the same concept that powers Apple Mail's meaning-based search feature shipping with this year's operating system updates. Pretty cool, right?
Despite the controversy surrounding AI and writing, I wanted to add AI features to em, but I wanted to do it in a completely measured way. AI features are fully disabled by default. Should a user want to enable AI, they pick the libraries it can access, and it starts with Apple's on-device Foundation Models. Granted, these aren't super powerful and have a context limit of 9,000 characters, but they are private and don't require an internet connection.

With Apple's Foundation Models and the semantic chunks that power Smart Search, the Ask em feature provides basic answers based completely on the content from your archive. Again, that 9,000 character context limit comes into play and has an impact on the results — I imagine Apple's model will get better over time.
For writers who want more powerful AI tools now, em also supports API connection to Claude, ChatGPT, and Gemini. Keys are saved in Keychain and the AI model only has access to the libraries you explicitly enable. Results to any question, regardless of the model, appear directly in em.
With AI turned on, em adds an Editorial Review tool that evaluates drafts based on a review prompt — the same one I've been using for about a year. The Foundation Model's small context is not big enough to handle the Editorial Review, so writers who don't want to use a third-party LLM can use Apple's Private Cloud Compute through Apple Shortcuts.
All AI conversations are stored as Markdown files in an AI library and can never generate text inside your documents. The feature exists to add support to your writing process, not replace it.
All AI features are completely optional and em is still pretty damn powerful without them.
In addition to what I've already shared, em also includes a complete Version History tracking system. Every change you make across every device is saved so you can revert or restore whenever needed. All Versions are stored in iCloud and are only ever accessible to you. This feature was a direct result of losing all those drafts during the build process.

Oh, and it probably goes without saying that em also supports Apple’s Shortcuts and App Intents for far more than connecting to Private Cloud Compute, because it’s part of my non-negotiable list. Shortcuts can find, append, prepend, create documents, and even publish directly to Ghost. em enables you to build the writing workflow you've always wanted, too.
em is built with a privacy-first mindset. The app has no servers, no backend, and no way for me to ever access your data. Your writing is your writing and you should be the only one who decides what to do with it.
em is Coming to An App Store Near You
em is the result of literally every non-working free hour I've had for weeks and weeks and it's something I'm pretty damn proud of. It truly is the writing app I've always wanted and has the polish and quality that I hold myself to.
I’ve refined every detail — each setting, button, and line of text — so that it feels like a true Mac-assed Mac app (and an iOS-assed iOS app for that matter). It’s a fantastic experience and just feels right on each device.
em is available through Apple’s TestFlight service right now. This means em is fully ready for beta testers and will be available on the App Store in the coming weeks!

Since I have absolutely no idea what the TestFlight feedback process is, I’m limiting initial access to a few invited folks and current paying subscribers.
If you want to know more about em, I’ve also built a full marketing site to explain all of its features and its super clear privacy policy. Check it out at useem.app!
When I wrote my book, I said to "[f]ind an app that works for you, and then stick with it, even if it’s not absolutely perfect." Well, I want to recant that and say it's possible to build the perfect app if you're insanely diligent and maybe (probably) a little crazy. If you're anything like me, em will be the perfect writing app for you.
PS:
Here are a few answers to questions you might be asking:
Why is em always lowercase?
Why not? It looks better that way.
Why is em always bold?
That’s part of my newly adopted house style. When referring to em in my articles, it will always be done in bold.
Will em come to Windows or Android or Linux or insert_platform_here?
em will only be available for Apple devices — it's the ecosystem I use and understanding one development process was hard enough.
Will em support more than just Ghost in the future?
Maybe? It depends on API availability and my patience (and maybe user requests). If Medium opened their API again that would be a no-brainer. Maybe Tony or Scot are reading this...
What's with the icon?
Have you ever tried depicting an em dash by itself? This shit is super hard! I'm fully open to future suggestions and I might do a whole article on all the (really bad) steps it took to get where the icon currently lives.
PS 2
It should go without saying, but this article was written, edited, published, and sent using em. Welcome to the future of my writing flow!
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• Featured LifeWhat happens when everything we know falls apart? We redefine ourselves and seek a new path through life.
We Have to Talk About Substack
• Featured PublishingThis Week In Writing, we talk about Diffusion of Innovation Theory and dying platforms.
The Era of Centralized Platforms Is Over
• Featured PublishingThis Week In Writing, we discuss whether you should still own a website if you publish on Medium or Substack.
Are You Begging for Eyes in the Attention Economy
• Featured PublishingThis Week In Writing, we explore the internet’s move away from the attention economy and how writers can make the web more personal
Write Now with Dan Moren
• Featured InterviewToday’s Write Now interview features Dan Moren, prolific writer, podcaster, and author of THE NOVA INCIDENT.
Write Now with Neal Shusterman
• Featured InterviewToday’s Write Now interview features Neal Shusterman, author of DRY, CHALLENGER DEEP, UNWIND, SYTHE, and the upcoming GLEANINGS.
I Wrote a Book!
• Featured PublishingThis Week In Writing, I announce my new book and provide an update on the Flash Fiction Writing Challenge!
Write Now with Xiran Jay Zhao
• Featured InterviewToday’s Write Now interview features Xiran Jay Zhao, New York Times bestselling author of IRON WIDOW.
Write Now with Lauren Gibaldi
• Featured InterviewLauren Gibaldi is an author, anthologist, and librarian. Lauren shares how she wrote three books by aiming for 30-minutes of writing a day.
Are You Writing For An Audience Or Authenticity?
• Featured CraftWhat Emily Dickinson’s fictitious life teaches about fame
I Bought a Selfie Ring Light
• Featured LifeOne step in my journey to becoming an influencer/thought leader/whatever you want to call me
Write Now with Julia Cameron
• Featured InterviewThe author behind Morning Pages shares her writing process
Write Now with Eric Smith
• Featured InterviewHow an author and literary agent champions inclusive stories
Choosing Growth Over Fear In A Time Of Uncertainty
• Featured CraftNASA's process of landing on the moon can teach us to start choosing growth when things are hard. Tackle little things one at a time.
How To Be A Professional Freelance Writer: Invest In Yourself
• Featured FreelancingToday I have some advice for anyone looking to launch a career as a freelance writer: invest in yourself. You are worth it!
Write Now with Charles Soule
• Featured InterviewHow a former lawyer became the author of Marvel’s Star Wars comic series
Write Now with Sarah Knight
• Featured InterviewHow The Life-Changing Magic of Not Giving a Fuck went from an idea to a bestselling series
Write Now with Karen M. McManus
• Featured InterviewHow a former marketer writes bestselling character-driven mysteries
Write Now with Pierce Brown
• Featured InterviewToday's Write Now interview features Pierce Brown, the #1 New York Times Bestselling author of the Red Rising saga.
Write Now with Kristen Arnett
• Featured InterviewToday's Write Now interview features Kristen Arnett, the New York Times bestselling author of Mostly Dead Things.
What We Can Learn About Writing from Bruce Springsteen
• Featured CultureIt took Bruce Springsteen six months to write Born to Run. There are a lot of things writers can learn from his process and success.
Write Now with Andy Weir
• Featured InterviewToday's Write Now interview features Andy Weir, the New York Times bestselling author of The Martian and Artemis.
Building The Writing Cooperative: How Internet Strangers Developed a Writing Community
• Featured EditorialDespite its massive size, The Writing Cooperative started with just two people who never met.
A Love Letter to Entrepreneurship
• Featured LifeSometimes you just need to tell some(thing) how you feel. This love letter to entrepreneurship conveys what it means to be a "founder."
Girls, Robots, and Rock: Tokyo’s Amazing Robot Restaurant
• Featured TravelTokyo has a building with LED lights and chrome so bright it’s like staring into the sun. This is Shinjuku’s Robot Restaurant.
How To Write Blog Posts That People Actually Read
• Featured CraftLet’s give the people what they really want.
The Kia Soul Conspiracy
• Featured LifeDo you see a Kias at every turn? Do they follow you home and to work? Are they watching you right now? Welcome to the Kia Soul Conspiracy.
The Ultimate Dwayne Johnson and Alexandra Daddario Memorial Day Movie Showdown
• Featured CultureComparing the disaster porn San Andreas to the beach porn Baywatch determines the ultimate Dwayne Johnson / Alexandra Daddario movie.
How I Became A Villain on Christian Radio
• Featured Social MediaAnd a Social Media Expert at the Same Time
Overcoming Social Anxiety at a Video Game Convention
• Featured CultureDiscover what it was like attending PAX in 2008, including meeting Felicia Day and experiencing social anxiety at the convention center, in this entertaining article.
The Grand Unified Theory of Scarlett Johansson Movies
• Featured CultureWhat if all Scarlett Johansson movies are connected?
An Instagram Scavenger Hunt for Free Art Friday in Atlanta
• Featured Social MediaHow Instagram and the #fafatl hashtag created the Free Art Friday scavenger hunt throughout Atlanta for free, original works of art.
I Built the Writing App of My Dreams
• Featured AIThis Just In: If you’re super precise and patient (and maybe a little insane), you can completely customize your workflow.
Stop Choosing Sides on AI
• Featured AIThis Just In: Holding two conflicting ideas about AI isn’t weakness. It's the only honest position.
Unchecked Writing
• AIThis Just In: I stopped using Grammarly; have you noticed? Plus, a deeper exploration into AI writing and my friend the em dash.
What I Did Different With This Book
• PublishingThis Just In: Launching a second edition wasn’t as simple as I thought it’d be, and I learned some lessons along the way.
Let’s Talk About Tools
• TechThis Just In: There’s no single tool that can do everything and it’s extremely frustrating.
Battle of the Book Builders
• TechThis Just In: I tried to format my book using Vellum and Atticus. Instead, I learned something about app design and limitations.
Does My Journal Need a Backup
• TechThis Just In: I took a lot of your suggestions to heart and gave Obsidian a try. What I found was a bigger question.
Journals Aren’t Forever
• TechThis Just In: After over 13 years, I’ve deleted the Day One journal app. Here’s what it helped me realize about software subscriptions.
How to Move to Ghost In 2025
• PublishingThis Just In: Own your own publication by launching a website running Ghost. It’s not as difficult as it sounds.
Tapestry Is Weaving the Future Web
• TechThis Just In: The Iconfactory’s smash new app is a return to the web’s roots and where we all need to head.
The Perils of Personal Platforms
• PublishingWhat does it actually mean to leave the world of commercial platforms behind?
Are Apple’s Writing Tools the Right Stuff
• AIThis Just In: Apple Intelligence offers the boring version of AI I’ve hoped for, but is it helpful for writers?
When Gamification Goes Awry
• TechWriting days, health rings, Duolingo… there are more streaks than time.
New Phone Who Dis
• TechNew technology fuels a desire to create but can also be overwhelming and lead to unmet expectations.
Is Apple Intelligence the AI for the Rest of Us
• AIThis Just In: Apple’s forthcoming entry into AI promises a private, personalized AI, but will it increase AI slop?
Creation and Destruction Are Connected
• CraftThis Just In: The act of creating something is more important than the act of publishing what is made.
Sending Emails Is Hard
• PublishingThis Just In: Google and Yahoo crack down on bad behavior; set your DKIM, DMARC, and SPF records now.
Why Make Anything if You Don’t Think It Will Be Great?
• CraftThis Week In Writing, we discuss greatness and how chasing it is a possible and noble goal.
It’s Time for a Fresh Start
• PublishingThis Week In Writing, we talk about new Apple products, home renovations, and changes to the newsletter.
My Return to Journaling Failed Miserably
• LifeThis Week In Writing, we talk about good intentions, rumored Apple products, and buying domain names
Why Haven’t You Enabled This Essential iOS Feature
• TechI requested this feature a decade ago, it was added to iOS three years ago, and so many people haven’t turned it on.
How to Move Your Digital Brain From Notion to Reminders
• TechI used Notion as a project management system but replaced it with Apple’s Reminders. Here’s how you can, too.
My Favorite Under-the-Radar iOS 16 Features
• TechThe new Lock Screen and battery indicator might get all the press, but there are better reasons to upgrade.
Spring Into the Best Twitter Client You’ve Never Heard Of
• Social MediaHow does the Spring Twitter client by Junyu Kuang stack up to Tweetbot and Twitterrific?
Make Your Writing Space More Comfortable
• CraftThis Month In Writing, we explore simple ways to improve your writing space and the best advice published in June.
The Curious Case of the 13” M2 MacBook Pro
• TechWhy does the 13” M2 MacBook Pro still exist, and what does it mean for the future of Apple’s laptop lineup?
Are You Organized?
• CraftThis Week In Writing, we look at digital organization techniques to keep all of our drafts, research, and ideas safe.
Don’t Expect An Apple M2 Chip at WWDC
• TechWith the two-year transition to Apple Silicon complete, we know when to expect new products.
Got a Notion for freelancing?
• FreelancingDoes the endlessly customizable Notion make freelancing easier, or is the tool’s neverending optimization a turn-off? Let’s find out!
Data Privacy and Mailing Hard Drives
• TechThanks to an affinity for films like Minority Report, Enemy of the State, and Anon, I take my data privacy seriously. Do you?
How Big Is Your Diction?
• CraftThis Week In Writing, we break out the thesaurus to compare diction size and explore the power of unique words.
Are You Living Like The Jetsons?
• TechWe may not live like The Jetsons, but tools like Apple’s Shortcuts help us save time and make living in the real world more enjoyable.
You’re Drastically Underusing Shortcuts — Here’s Why
• TechNow that Siri Shortcuts is available on macOS, the powerful app makes automating tasks in three common apps much easier.
One Easy Way To Eliminate Spam
• TechEmail sucks, but it doesn’t have to. Here’s how 33Mail, SimpleLogin, or Apple’s Hide My Email can eliminate spam and secure your privacy.
Do You Write For Accessibility?
• CraftThis Week In Writing we want to ensure everyone has equal access to our writing. Here are ways to write for accessibility.
I Switched From 1Password to Keychain — Here's Why
• TechNot only have I switched from 1Password to Keychain, but I’m not looking back
Free Tools For Accessible Writing
• CraftWhile I am not an expert, I learned a lot about accessible writing while redesigning my website. Here are the four free tools I used.
I’m Spying On You Right Now
• TechYou’re being watched. Can you feel it? As you read this post, little bots behind the scenes track you and your interactions. Creepy, right?
Even With Peacock, NBC Doesn’t Understand Streaming
• CultureI thought Peacock would be a hub of streaming Olympic content. Unfortunately, Peacock proved NBC doesn’t understand streaming.
How To Move Content From Medium to WordPress
• PublishingAre you looking to move content from Medium to WordPress? You’ve come to the right place. Let me walk you through the process.
Black Widow Premier Access Proves Movie Theaters Are Obsolete
• CultureI paid $29.99 to not deal with other people. It was wonderful.
Write Every Day With Siri Shortcuts and Day One
• TechWant to know how I developed a 3+ year daily writing habit? Follow this guide to build a Siri Shortcut, and you’ll write every day, too!
I Bought a Selfie Ring Light
• Featured LifeOne step in my journey to becoming an influencer/thought leader/whatever you want to call me
The Life-Changing Power of GTD For Freelance Writers
• FreelancingEvaluating Trello, ClickUp, and Notion to stay organized and productive
Level Up Your Productivity Through Budgeting
• CraftDo you know where your money goes? What about your time? Here are four rules for better writing.
Don’t Sleep on the New M1 Mac Mini
• TechApple’s latest base-model computer brings powerful performance at a bargain price.
Get In The Mood: Level Up Your Writing Soundtrack
• CraftHelp your mind focus while having a little fun by setting up a custom writing playlist
Introducing SiriLibs: The First Mad Libs Style Game For Siri Shortcuts
• TechToday, I’m releasing a new shortcut based on the class Mad Libs game for children: SiriLibs!
Siri Shortcuts: The Best Part of iOS 12
• TechI’ve been playing with Shortcuts all week and the app is insanely powerful.
I Built the Writing App of My Dreams
• Featured AIThis Just In: If you’re super precise and patient (and maybe a little insane), you can completely customize your workflow.
Creative Burnout and Why I’m Pausing The Writing Cooperative After 12 Years
• Featured EditorialAlysa Liu's story is relatable and the timing is impeccable.
What Bad Bunny Gets That NBC Doesn’t
• CultureThis Just In: NBC hosted the Olympics, the Super Bowl, and Bad Bunny’s halftime show on the same night, so why was their messaging so poor?
AI Is Not an All or Nothing Choice
• Featured AIThis Just In: AI use isn't a moral binary. There's a practical middle path for writers.
It’s the End of the Year as We Know It (and I Feel Tired)
• LifeThis Just In: It’s time to look back at the year that was and set up some hopes and dreams for the year to come, or something like that.
Unchecked Writing
• AIThis Just In: I stopped using Grammarly; have you noticed? Plus, a deeper exploration into AI writing and my friend the em dash.
The Dream of EPCOT
• LifeThis Just In: Walt Disney’s community of tomorrow is a celebration of humanity and a prototype for how we should live. Maybe we should listen.
It’s Not All About the Benjamins
• PublishingThis Just In: Yet one more thing that Diddy was wrong about.
The Internet Was Doomed From the Start
• Featured PublishingThis Just In: Maybe it’s time to rethink the entire internet.
Want to Write a Novel in November?
• CraftThis Just In: NaNoWriMo may be dead, but writers have two new options to help hit those writing goals.
Answers to a Few Questions
• CraftThis Just In: There were fewer questions than I anticipated, but I will answer them nonetheless.
What Questions Do You Have
• CraftThis Just In: I won’t be participating in Medium Day this year, but I still want to keep the spirit alive. Ask me anything.
What I Did Different With This Book
• PublishingThis Just In: Launching a second edition wasn’t as simple as I thought it’d be, and I learned some lessons along the way.
Introducing Write Now’s Revised Second Edition!
• Featured PublishingThis Just In: You can now access everything I’ve learned writing online over the last two-plus decades. Are you ready for it?
Can We Talk About Comments?
• PublishingThis Just In: Hearing from readers is a lot of fun until you start to get spammed with bots and AI nonsense farming for attention.
Let’s Talk About Tools
• TechThis Just In: There’s no single tool that can do everything and it’s extremely frustrating.
Battle of the Book Builders
• TechThis Just In: I tried to format my book using Vellum and Atticus. Instead, I learned something about app design and limitations.
Does My Journal Need a Backup
• TechThis Just In: I took a lot of your suggestions to heart and gave Obsidian a try. What I found was a bigger question.
Journals Aren’t Forever
• TechThis Just In: After over 13 years, I’ve deleted the Day One journal app. Here’s what it helped me realize about software subscriptions.
This One Has No Direction
• BurnoutThis Just In: Tried, drained, and a little burnt out isn’t exactly the best time to focus on your writing, but it’s why you do it anyway.
AI Exposes the Deeper Rifts in the Writing Industry
• AIThis Just In: Monetization turns passions into sweatshops and AI is making it worse.
The Cost of Rebellion
• Featured Social MediaThis Just In: Rebellions are built on hope, but they require individual sacrifices for collective improvement.
Abuse of Power Comes for Nonprofits
• LifeThis Just In: Wikipedia’s 501(c)(3) tax exemption is threatened, but not by the IRS.
How to Move to Ghost In 2025
• PublishingThis Just In: Own your own publication by launching a website running Ghost. It’s not as difficult as it sounds.
AI Killed NaNoWriMo
• AIThis Just In: The writing month challenge may be dead, but there’s a new option to keep writers going.
The Age of Reaction
• Social MediaThis Just In: We’ve fallen into a dramascroll trap that will be very difficult to climb out of, but it isn’t impossible.
A Few More Thoughts on Copyright
• AIThis Just In: The history of copyright might be fraught, but it exposes a bigger issue when creating online.
Copyright in the Age of AI
• AIThis Just In: What does copyright do and does it even matter anymore?
Tapestry Is Weaving the Future Web
• TechThis Just In: The Iconfactory’s smash new app is a return to the web’s roots and where we all need to head.
The Cost of Simplification
• PublishingThis Just In: Owning your own platform can be complicated and sometimes simplifying can be costly.
A Bit About Me
• Featured This Just InThis Just In: I answer interview questions that cover my views on writing and more.
The Perils of Personal Platforms
• PublishingWhat does it actually mean to leave the world of commercial platforms behind?
Update Those Mute Filters
• Social MediaThis Just In: Let’s collectively scream into the infinite abyss, find ourselves, and make the world better.
It’s Time to Rebel from Mass Market Social Media
• Featured Social MediaThis Just In: IT is the villain in Silo. We should learn from those in the Down Deep and rise up.
The Forthcoming First Amendment Fight
• CraftThis Just In: So-called defenders of free speech are taking office, and we’re all in trouble. Plus, more predictions for 2025.
What Happens When Everything is Paywalled
• PublishingThis Just In: Wealth is becoming a determining factor in the type of World Wide Web you can access. And I’m not talking about speed.
Platforms Are Getting Much Worse
• PublishingThis Just In: Platforms want us to know exactly who controls the internet. It’s not us, but it can be!
Is Reading Dying
• CraftThis Just In: AI summaries and the pivot to video are bad news for the written word.
Empire Strikes Back Isn’t the End of the Series
• Featured LifeThis Just In: Last week sucked, but there is always hope.
Are Apple’s Writing Tools the Right Stuff
• AIThis Just In: Apple Intelligence offers the boring version of AI I’ve hoped for, but is it helpful for writers?
This One’s for the Fans
• CultureThis Just In: Jimmy Buffet gets the due he deserves and shows what creative passion is all about.
When Creating Stops Being Fun
• CraftThis Just In: knowing when (and how) to hit delete is important for every creator’s sanity.
We Shouldn’t Have Taken Milton’s Stapler...
• LifeThis Just In: Hurricane Milton is becoming a real problem, and I’m exhausted.
When Gamification Goes Awry
• TechWriting days, health rings, Duolingo… there are more streaks than time.
New Phone Who Dis
• TechNew technology fuels a desire to create but can also be overwhelming and lead to unmet expectations.
Hitting the Reset Button
• PublishingLLM scraping is a virus eating up the internet, but I’m done fighting. Instead, I choose open access and human connection.
Advice for Medium Writers Choose Publications Wisely
• PublishingJust because you CAN submit to a specific publication doesn’t mean you SHOULD.
Medium Day 2024: Questions I Didn't Have Time to Answer
• PublishingA collection of all the questions I didn’t have time for during my 30-minute Medium Day presentation.
Is Generative AI Destroying the Open Web
• AISubscription walls prevent AI scraping, but at what cost? I’m rethinking my whole publishing strategy.
Our Words Are Our Legacy
• CraftCreativity is a clash between individualism and our connection to history.
Fandom Is Being Ruined by "Fans"
• Featured CultureHow review-bombing and constant, unfounded criticism takes agency away from creators
The Downside of Personal Platforms
• PublishingCreators need to think carefully about their personal sites and build in a way that prevents link rot.
Is Apple Intelligence the AI for the Rest of Us
• AIThis Just In: Apple’s forthcoming entry into AI promises a private, personalized AI, but will it increase AI slop?
Maybe I’m Bad at Social Media
• Social MediaSocial media “growth” requires giving in to quantity over quality. I don’t play that game.
Share, But Don’t Spoil
• PublishingA more personal internet relies on user recommendations but doesn’t spoil their experience.
Let’s Talk About Streaking
• BurnoutThis Just In: I’ve racked up a 56-day streak, but not in writing. Plus, I talk about Eurovision.
Chase Your Dreams and See What Happens
• LifeThis Just In: Mental health is a massive part of confidence and success. Dreams are inspiration. Use them.
Generative AI in Creativity
• AIThe reader survey results have some interesting things to say about generative AI and creativity. Here’s why that’s a problem.
What Is Your Freelance Writing Rate
• FreelancingWriting jobs are evaporating for many reasons, but freelance rates were really bad long before AI came around.
Why Criticize When You Can Celebrate?
• Featured CraftThe attention economy destroyed our ability to dream for the sake of page views. It’s time we refocus our attention.
Can We Find a Balance With AI?
• AIThe dichotomy of AI continues to baffle me as I see the good and the bad. Where do we draw the line, and how do we learn to live with this technology?
Where Have All the Cowboys Gone
• Social MediaThis Just In: social media is bleeding users, but where are they going?
Write Like Taylor Swift
• CultureEmbrace life’s many eras and stop trying to be a one-dimensional writer.
Metrics Don’t Matter
• CraftHave we become so accustomed to seeing metrics everywhere that they no longer mean anything?
Celebrating a Decade on Medium
• Featured PublishingLooking back at the past ten years of writing on Medium and what comes next.
Creation and Destruction Are Connected
• CraftThis Just In: The act of creating something is more important than the act of publishing what is made.
Don’t Take My Word for It
• CraftThis Just In: Personalized recommendations are the new algorithms and the best way to build a true audience.
Don’t Feed the AI Beast
• AIThis Just In: Justin’s writing requires a subscription to prevent AI abuse; consider your own precautions.
Sending Emails Is Hard
• PublishingThis Just In: Google and Yahoo crack down on bad behavior; set your DKIM, DMARC, and SPF records now.
Why Is Branding So Difficult?
• PublishingThis Just In: This Week In Writing rebrands; still explores the world with creativity and curiosity.
Why Make Anything if You Don’t Think It Will Be Great?
• CraftThis Week In Writing, we discuss greatness and how chasing it is a possible and noble goal.
Pay People Not Platforms
• PublishingThis Week In Writing, we look at why Substack’s collapse is actually a good thing for paid newsletters.
Let's Make the Internet Personal Again
• Featured PublishingThis Week In Writing, we look at the once-in-a-generation opportunity to create a new internet filled with fun and originality.
Raising the Bar at the Writing Cooperative
• EditorialThis Week In Writing, we look at changes to our publication standards and what they mean for you.
Advent, Waiting, and the Year of Transitions
• LifeThis Week In Writing, we look back at the year that was and determine what it means for the year to come.
Refilling the Creativity Tank
• LifeThis Week In Writing, we discuss what happens when creativity finds other outlets.
Celebrate Giving Tuesday
• LifeThis Week In Writing, we take a quick break from our regularly scheduled programming to celebrate nonprofit organizations.
It’s Time We Discuss Medium
• PublishingThis Week In Writing, we address the platform that has supported my writing for nearly a decade.
My First Year on Mastodon and the Future of Social Media
• Social MediaThis Week In Writing, we look back at how social media fractured and why it’s a good thing for us all.
The Economics of a Self-Hosted Newsletter
• PublishingThis Week In Writing, we talk about what happens when you eliminate platforms and go after it on your own.
Trick or Treat?
• CraftThis Week In Writing, we talk about pen names and whether they make sense for writers.
A New Era Begins
• PublishingThis Week In Writing, we explore the internet’s current metamorphosis and how you can be part of the revolution.
My History of Blogging
• PublishingThis Week In Writing, we celebrate the blog, explore the pendulum of online writing, and double down on quality.
An Update on Spam Submissions
• EditorialThis Week In Writing, we talk about spam submissions to The Writing Cooperative and look at some of your thoughts on being called AI.
Would You Want to Know if I Thought Your Writing Sounded Like AI
• EditorialThis Week In Writing, we talk about submissions to The Writing Cooperative and how to avoid false accusations.
How I Feel About Engagement Numbers
• PublishingThis Week In Writing, we discuss what engagement means and if I get discouraged by a perceived lack thereof. Plus, a look at the future (again).
My Writing Is About Building Community
• PublishingThis Week In Writing, we highlight some of the people I’ve met writing online and answer some of your questions.
It’s Time for a Fresh Start
• PublishingThis Week In Writing, we talk about new Apple products, home renovations, and changes to the newsletter.
Choose Your Own Design
• PublishingThis Week In Writing, we explore the wonderful world of blogs, where writers truly get creative.
Expanding Universes Make Better Stories
• CultureThis Week In Writing, we look at how worldbuilding is an essential part of epic storytelling.
Your Questions Answered
• EditorialThis Week In Writing, we recap a successful Medium Day and address some of the questions I didn’t have time to answer.
Saving Frequently Isn’t The Only Way To Backup Your Writing
• CraftThis Week In Writing, we take a hard lesson from the latest Twitter/X hijinks. Plus, we look at what “human writing” means.
MIT Says ChatGPT Improves Bad Writing, But At What Cost?
• AIThis Week In Writing, we explore how ChatGPT and Grammarly are making us all sound the same.
Do CTAs Even Work Anymore?
• PublishingThis Week In Writing, we explore the “necessary evil” of calls to action and ask if they are any better than tacky banner ads.
AI Is Now Everywhere
• AIThis Week In Writing, we talk about Google’s new AI plan, what it means for writers, and why resistance is futile.
My Ghostly Strategy: Avoid the Graveyard
• PublishingThis Week In Writing, we fully explore how I’m building Ghost into a self-hosted content hub and how you can too.