Couldn’t help myself, asked Claude for the most iconic post complaining about developing Apple software every year since iOS came out.

2007 — John Gruber, "WWDC 2007 Keynote News" This was his reaction to Jobs telling developers to build web apps instead of real ones. Its best-known line: "If all you have to offer is a shit sandwich, just say it."

2008 — Fraser Speirs, "App Store: I'm Out" The battle lines were drawn when an Apple representative reviewing submissions for the App Store rejected a program called Podcaster for duplicating iTunes. Speirs then vowed never to write another iPhone app for the store "as currently constituted." Runner-up: the anger over the SDK's secrecy agreement (NDA), which Apple dropped in October after admitting it placed "too much of a burden" on iPhone developers.

2009 — Paul Graham, "Apple's Mistake" Graham wrote that the App Store is an ongoing karma leak. Pair it with Joe Hewitt quitting the Facebook iPhone app the same month: "I am philosophically opposed to the existence of their review process."

2010 — Lee Brimelow (Adobe), "Apple Slaps Developers in the Face" This was about rule 3.3.1, which banned apps built with cross-platform tools like Flash. Brimelow ended it with: Go screw yourself Apple. (coverage)

2011 — Readability's open letter to Apple "We believe that your new policy smacks of greed," wrote Rich Ziade, Readability's creator. Apple reversed itself within days. (coverage)

2012 — Marco Arment, "The Mac App Store's future of irrelevance" His target was the new sandboxing rules: "leaving is often a better option, or the only option, for the affected developers". Runner-up: Wil Shipley's essay arguing the Mac App Store needs paid upgrades.

2013 — Ken Case (Omni Group) on OmniKeyMaster (the weakest year) Omni tried to offer discounted upgrades to Mac App Store buyers and had to back down: "My apologies: I'm afraid we will not be able to offer upgrade pricing to our Mac App Store customers after all." (coverage)

2014 — Jared Sinclair, "A Candid Look at Unread's First Year" His sales numbers set off the "indie apocalypse" debate. Runner-up: Apple ordered PCalc's calculator widget removed while featuring it. Apple then backed down possibly due in part to the firestorm of press and social media criticism.

2015 — Bohemian Coding, "Leaving the Mac App Store" (Sketch) Gruber's verdict on it: "The Mac App Store is rotting, at least for productivity software."

2016 — Bogdan Popescu, "Dash and Apple: My Side of the Story" Apple shut his developer account. He published a recorded call in which they want me to write a blog post in order to restore my account. One caveat for your article: Apple said the account was linked to almost a thousand fraudulent reviews.

2017 — Matt Gemmell, "Damage" His thesis: "No company has done as much damage to the perceived value of software, and the sustainability of being an independent developer, as Apple."

2018 — The Developers Union open letter It asked Apple for free trials for apps and a "more reasonable revenue cut." (coverage)

2019 — Daniel Ek, "Time to Play Fair" (Spotify) Spotify's CEO compared Apple's rules to inviting you to a match on our ping-pong table and then forcing you to play blindfolded while we change the rules throughout the game.

2020 — DHH's Twitter thread about the Hey email app (archived on hey.com) "I will burn this house down myself, before I let gangsters like that spin it for spoils." Probably the most famous thread in this whole history.

2021 — Kosta Eleftheriou's thread on scam apps It opened with "The App Store has a big problem": copycat scam apps were outselling honest developers while Apple took its cut. (coverage)

2022 — Judgment call The most-seen post was Elon Musk's "Did you know Apple puts a secret 30% tax on everything you buy through their App Store?" (it got quickly tagged by Community Notes). For a working developer's complaint, use Alin Panaitiu's post about being rejected for being "too similar to a website".

2023 — Eric Migicovsky and Beeper Mini Beeper Mini brought iMessage to Android, and Apple kept blocking it. By late December Beeper gave up, with Canadian CEO Eric Migicovsky writing in a blog post that Beeper "can't win" against Apple.

2024 — Tim Sweeney's thread on the EU rules Apple's response to the EU's Digital Markets Act was, he wrote, "a devious new instance of Malicious Compliance", with plenty more "hot garbage" in it. (coverage)

2025 — David Smith, "The Forgotten Customer" "They aren't trying to win me over by being excellent; they are assuming my loyalty through strong-arm tactics and intransigence." Runner-up: the backlash to Apple's Liquid Glass redesign, as in this line collected by Michael Tsai: "Liquid Glass has killed my motivation and desire to develop anything for Apple platforms."

2026 (so far) — Marco Arment on App Review delays "App Store review delays are back to Shoemaker-era levels." Many blame a flood of AI-generated apps. That makes a neat bookend to 2008, which was also about waiting on App Review. (Mastodon) Runner-up: Jeff Johnson's "Small ways the App Store could be improved for developers".

AI is turning Apple's app review process into a nightmare for synth developers