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Caleb Hailey

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HyperText junkie. RSS prosumer. Founder @herdworks.com.

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Caleb Hailey
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Putting the finishing touches on the new @hypertexting.com TestFlight release this morning. I’m excited to ship this!

Caleb Hailey
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This is a perfect example of why I want Apple to sell me a computer for “my Siri AI”. I need an AI hub where I can give Siri AI free rein to handle complex tasks for me.

Caleb Hailey
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How long until the regular iPhones have the same shape as the Duo? I love the idea of a shorter & wider slab phone.

Caleb Hailey
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Personal computers + Personal assistants + Privacy = Profit

With Siri AI, Apple is revealing its insurmountable moat in the AI race. Siri AI puts the "personal" in personal computing. Now Apple only needs to sell me a personal computer for my personal assistant (Siri AI). I've been thinking a lot lately how the advent of the personal...

Caleb Hailey
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I’m about to cut a new TestFlight release for @hypertexting.com after …checks calendar… 6+ weeks of work redesigning the SSG, profile manager, and composer. 🤯

There’s gonna be a lot to share over the next few weeks as I get this ready for App Store release. 🚀

Caleb Hailey
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I kept thinking the Apple Event was today, which I thought was an odd choice given that yesterday was a holiday.

It makes so much more sense to do it tomorrow. Someone has to think about the journalists!

Hmm, maybe now I’ll have time to get a blog post out about some wishlist items… and maybe even a prediction?! 🤔

Caleb Hailey
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As the summer season comes to an end I always start thinking about the end of the year, and the start of a new one. That naturally lends itself to thinking about goals. One of my goals for the next 1-2 quarters is to improve my posting cadence while I continue to make progress on @hypertexting.com

I admire people who have mastered “building in public”. Building mode and writing/posting mode have always been two separate mindsets for me. One naturally dovetails into the other, but I’ve never managed to maintain a steady stream of content when I’m in builder mode.

#startuplife

Caleb Hailey
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Me: why did you do ____, Claude?

Claude: you’re right, it’s worth being up front about that…

Me: I don’t think you know what “being up front about something” means! 🤦🏽‍♂️

Caleb Hailey
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Testing a new HyperTexting "stories" format for posts that are only visible in a feed, and not from the website. 👻

Caleb Hailey
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You need to be bored. 🧠

Caleb Hailey
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What is a weekend? #startuplife

Caleb Hailey
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Naming things remains one of the great unsolved problems in computer science, despite the advent of generative AI.

Don't believe me? Try actually reviewing the code your agent is writing. In my experience the results range from "there is an obviously better name for this" to COMPLETELY INSCRUTABLE. 🤦🏽‍♂️

Caleb Hailey
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I'm only one day into using @unforgetful.app and I have already checked three things off my Reminders list that had slipped through the cracks over the past month.

@marco.org's blog post hit me right in the feels from the very first sentence:

I have ADHD. Probably.

I didn't even have to read the footnote. I already knew exactly what he meant. ❤️

Caleb Hailey
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From @danielpunkass.micro.blog on making things:

A lot of people like to make things, and making things is great. But if you want to be a software developer, you have to enjoy fixing things. If you don’t enjoy fixing things, you’ll never be good at software.

Nailed it.

This is the part about the AI-fueled "everyone will become a developer" future that I have a hard time seeing.

Will more people than ever before write software, or make websites, or even make an app? Yes!

Will a significant portion of these new developers go back to paying for the very same apps they hoped to replace after they realize how much time they are spending fixing things? Also yes.

Caleb Hailey
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Just finished a 4-player session of @bigwalk.game and it was a blast. What an absolute triumph. So many amazing ideas. Huge congrats to @househouse.com and @panic.com 🎉

★★★★★ would recommend!!

Caleb Hailey
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The new @instapaper.com version 10 release looks lovely! Excellent work by @bthdonohue.com 👏

Caleb Hailey
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I'm loving all of this momentum around #RSS!

Really Simple Conversations (RSC) is a great name too. 👌

Caleb Hailey
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This sounds delicious! 😋

Caleb Hailey
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Greg Wolanski (@gregwolanski.com) believes in [OPML] files:

I follow various websites using RSS. The list of sites I follow is a single OPML file that I can import to any RSS reader. Thanks to this single file, I don’t have to worry about being forced to use a specific app or painstakingly import my list of followed sites into a new one.

Subscription lists are an excellent example of the evergreen "File over app" principle by Steph Ango (@stephango.com), the CEO of @obsidian.md.

If you have ever exported your podcast subscriptions from a podcast app and taken them with you to a new podcast app, then you have very likely used an #OPML file.

Did you know that @hypertexting.com supports OPML file import and export, and podcast feeds? Just tap "Explore", then tap the "..." button and choose "Import feeds".

Caleb Hailey
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Just submitted the first @hypertexting.com app update since the public launch. It’s full of fixes to issues reported by the initial wave of users, many of which were papercuts in the onboarding process. Hoping to get this through App Store Review before the next big press coverage and subsequent wave of new users! 🌊🌊

Caleb Hailey
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A little follow-up on my previous post and my ongoing discourse about how I personally intend to talk about RSS:

When Dave Winer (@scripting.com) started talking about @textcasting.org in 2023, I saw it as his own attempt to talk about RSS without saying "RSS". He even describes textcasting as "Applying the philosophy of podcasting to text." I guess that's why I didn't think it would be offensive to try and advocate RSS adoption without using the actual word.

I'm relieved to confirm that Dave Winer agrees. We have started to exchange emails since the launch of @rss.chat, and I love his last response: “Let’s just make interop and try out new ideas, and I’ll be happy."

This is the way! 💥

Caleb Hailey
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The chicken and egg of RSS and "podcasts"

Anil Dash (@anildash.com) explains why "'Wherever you get your podcasts' is a radical statement" in simple terms: Being able to say, "wherever you get your podcasts" is a radical statement. Because what it represents is the triumph of exactly the kind of technology that's s...

Caleb Hailey
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Whoa. It's unbelievably cool to read about @hypertexting.com on @techcrunch.com! Thank you, Sarah, for your kind words!! 🙏

#AchievementUnlocked

Caleb Hailey
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Ok this is too cool. Drag and drop to deploy a website. No account required?!

Caleb Hailey
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Blogrolls are a federated social network

I just stumbled upon a 2024 blog post by Robert Alexander (@alexsci.com) that offers a brief history of the blogroll and why it is still relevant today, in a post entitled "RSS blogrolls are a federated social network". At its core a social network is a collection of links ...

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Yes! Purple Safari here I come! 🤖

Caleb Hailey
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Nice #RSS explainer from @eff.org!

Caleb Hailey
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It's crazy that the maxed out MacBook Pro I bought just a few weeks ago is almost $2000 more expensive as of yesterday!! 🤯

Caleb Hailey
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This is a perfect blog post. No notes. 🤌

Caleb Hailey
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The social-media-like interface

There's a feeling you get when you are building something that you're very passionate about that can haunt you if you let it: "What if someone else makes something [similar / better / faster]?" It's a particular brand of imposter syndrome that will be familiar to anyone who has ever written1 an "Introducing X" blog post or tweet.

I just published one such blog post this morning, announcing the launch of @hypertexting.com for iPhone on the App Store. 🎉 It's exciting and scary at the same time. But it almost didn't happen.

I have never felt the aforementioned fear more acutely than this past January when Terry Godier (@terrygodier.com) published an essay called "Phantom Obligation":