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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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The files (apps) are in the computer (iPhone)

There's a scene in the movie Zoolander where Owen Wilson's character has an epiphany about where some critical information is located. And then he delivers this line: "[The files] are in the computer. It's so simple." Where Google and Microsoft's AI strategies revolve around...

Caleb Hailey
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Legibility of Effort and The Social Contract of Writing

Nolan Royalty (@eieio.games), writing without the assistance of generative AI, in a post entitled "Legibility of Effort": What software (and writing, to an extent) is missing now is legibility of effort - the ability to tell at a glance whether something took a human meanin...

Caleb Hailey
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Updated the first-launch experience in @hypertexting.com while I wait on App Store Review.

Caleb Hailey
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As a long time gamer who has never gotten into PC games, this is super interesting to me! ๐Ÿ‘พ๐ŸŽฎ

Caleb Hailey
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Just submitted a public release candidate of @hypertexting.com for App Store Review. ๐Ÿ˜ฑ

Time to start recording some demo videos and writing some blog posts! ๐Ÿš€

Caleb Hailey
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TIL about @ghost.org recommendations.

Caleb Hailey
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What are the requirements for a (good) website?

Caleb Hailey
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GOOOOOOOOOOOOOAL!!! โšฝ๏ธ๐ŸŸ๏ธ๐Ÿ‡ฒ๐Ÿ‡ฝ

The #WorldCup is officially under way!

Caleb Hailey
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Happy #WWDC day! I didnโ€™t have time for a full wishlist post this year, so hereโ€™s an abbreviated version: iPhone Mirroring for iPadOS New Spotlight for iPadOS Terminal.app for iPadOS WireGuard VPN service for iCloud+ Email distribution lists for iCloud+ These are mostly en...

Caleb Hailey
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Change Happens Quick

In Monday's episode of @dithering.fm entitled "Electric Cars and Meta Subs" John Gruber made some comments about an "alternate universe where cars went electric a long time ago" that I quite enjoyed, quoted here via lightly edited transcription: There's some other world whe...

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Started working on background refresh in @hypertexting.com (finally) and itโ€™s coming together pretty nicely!

The pull-to-refresh gesture feels MUCH faster now. The timeline tab shows a counter when new posts are available.

Coming soon to #TestFlight! ๐Ÿš€

Caleb Hailey
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Iโ€™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. ๐Ÿ’ธ

Caleb Hailey
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Lorem ipsum, hipsters get some. ๐Ÿค“

Caleb Hailey
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I canโ€™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. ๐ŸŒ๐Ÿฝโ€โ™‚๏ธ

Caleb Hailey
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Having fun with the new @claude.ai ultracode mode. ๐Ÿค–

There goes my tokens! ๐Ÿ“ˆ

Caleb Hailey
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Itโ€™s happening!!

Caleb Hailey
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This is a test post from the @hypertexting.com composer! Coming soon to #TestFlight ๐Ÿš€

Caleb Hailey
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I like hot butter on my breakfast toast. ๐Ÿž

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! ๐Ÿš€

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. Iโ€™m just sharing out of the goodness of my nerdy little heart. ๐Ÿค“

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! ๐Ÿ˜…

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. ๐ŸคŒ๐Ÿฝ

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. โšฝ๏ธ๐Ÿ˜…๐Ÿ“‰

Caleb Hailey
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The web needs more experimentation like this from @eieio.games. ๐Ÿ‘๐Ÿ‘๐Ÿ‘

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".

๐Ÿฟ

Caleb Hailey
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I knew today was gonna be an exceptional Daily Update on @stratechery.com and I was not disappointed! ๐Ÿ”ฅ

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, there is no pr...

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! ๐Ÿ˜