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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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I’m waiting for the other shoe to drop here. I would wager (no pun intended) that this was a prediction-market inspired stunt. Somebody made some money on this. 💸

Caleb Hailey
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Lorem ipsum, hipsters get some. 🤓

Caleb Hailey
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I can’t believe #WWDC is already next week!

Caleb Hailey
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Went to hit a bucket of balls today. Perfect weather for it. Not so perfect swing, haha. 🏌🏽‍♂️

Caleb Hailey
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Having fun with the new @claude.ai ultracode mode. 🤖

There goes my tokens! 📈

Caleb Hailey
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It’s happening!!

Caleb Hailey
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This is a test post from the @hypertexting.com composer! Coming soon to #TestFlight 🚀

Caleb Hailey
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I like hot butter on my breakfast toast. 🍞

Caleb Hailey
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What is a weekend? #DowntonAbbey

Caleb Hailey
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Putting humpty together again

I've been on a long hiatus from posting here while building @hypertexting.com. I've been chipping away at a refresh to my personal website ever since the HyperTexting public TestFlight kicked off, so it feels good to finally have the first batch of changes deployed.

Time to start building in public! 🚀

Caleb Hailey
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Scored some sweet deals on the Prime Sale this year after mostly ignoring it for the past few years. I had my eye on this charger for a while and noticed it was $60 off, so I snagged one of these and massively simplified the device charging setup in my home office. This thing is an absolute beast.

PS - this is not an affiliate link. I’m just sharing out of the goodness of my nerdy little heart. 🤓

Caleb Hailey
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I noticed my following feed was broken earlier this week. It turns out it's been broken since the updated site went live at the beginning of the year. Whoops! 😅

The issue was with my static site generator and how it was parsing OPML data files. With that fixed I can now drop a lightly modified OPML file (with paywalled #RSS feeds removed) into a data folder and get an auto-generated following page. 🤌🏽

This whole idea was inspired by this @anildash.com blog post that I think about way too often.

Caleb Hailey
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Office productivity is going to take a slight hit this week. ⚽️😅📉

Caleb Hailey
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The web needs more experimentation like this from @eieio.games. 👏👏👏

Caleb Hailey
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Steve Jobs' talk at the 1983 International Design Conference in Aspen

Sunday, May 4, 2025

Caleb Hailey
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Cool to see @stripe.com jump in! Competition for payments on iOS?!

The comments on this Twitter thread from Stripe Product Manager Michael Lou are amazing. It reads like an FAQ, haha.

One comment replies "But using Apple Pay makes purchasing something way more likely for me." Lou responds "You can use Apple pay via Stripe!"

Another comment asks "Do users return to the app automatically after successful completion or is an action required?" Lou responds "They return automatically if [the developer has] Universal Links enabled".

🍿

Caleb Hailey
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I knew today was gonna be an exceptional Daily Update on @stratechery.com and I was not disappointed! 🔥

Caleb Hailey
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Three meaningful changes to App Review guidelines

These might be the three most meaningful paragraphs of policy/legal mumbo jumbo I've experienced in my professional career. From an inconspicuously titled "Updated guidelines now available" from @developer.apple.com: 3.1.1(a): On the United States storefront, ...

Caleb Hailey
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A Janky Experience

While asking @chatgpt.com to help me debug a SwiftUI issue, it offered a solution and then said "but that results in a janky experience"!

The AI has become self-aware! 😅

Caleb Hailey
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Looks like the @gohugo.io website got a refresh. 👌

Caleb Hailey
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Markdown: this is the way. 🤌

Caleb Hailey
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The web never rests. I love seeing stuff like this from @webkit.org in the roadmap! #HTML

Caleb Hailey
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Just got a Freshboi 💈

Caleb Hailey
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Setting up my HyperTexting… 🤌

Caleb Hailey
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...is experimenting… 👨🏽‍🔬

Caleb Hailey
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It's happening!! 😱

Caleb Hailey
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Whoa! 🤯

Caleb Hailey
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Test post from a new tool I've been working on. I hope this works!

Caleb Hailey
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customElements.apply()

A (naive?) approach to workaround customElements.define() "same tag name" errors. Web components have completely changed the way I write vanilla JavaScript. It turns out classes are quite useful for encapsulation (who knew?)! Complementary approaches like HTML web ...

Caleb Hailey
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This post by @ia.net reminds me of a quote I used to have permanently written on the top of the whiteboard in my office:

The only intuitive interface is the nipple. Everything else is learned.

— Bruce "Tog" Tognazzini

My favorite quote from the interview is:

Design requires a willingness to make a fool of yourself by asking outrageous and offensive questions and to be amazed at things that seem perfectly normal to other people.