Thank you! You absolutely get it! +100.Agreed on this and your prior related points. This reminds me of programs that display ( for example ) warning messages when a button is clicked indicating that an option isn't available. The right design would be to disable the button( in whatever scenario makes that button click wrong ) so the user can't select it thus avoiding the error message. ( i.e. you don't allow the user to choose an unavailable option )
Apple cut off the developers by removing 32-bit on iOS. I'm not saying that move is wrong but Apple clearly has choices ( for example macOS still supports 32-bit Mac apps almost 10 years after they started recommending Cocoa and 64-bit - they had a choice there too )
Their approach to notifying users about 32-bit apps is inelegant, and as smacrumon noted, takes users to a place where some will be unsure how( or if ) to react.
I agree, Apple does have choices here. There's a really great text called 'About Face: The Essentials of Interaction Design'. Worth borrowing from a library sometime if you haven't come across it before. It covers the good and ugly of interfaces exactly as the example you describe.
Have a great weekend, friend!

So my comment on this is that it's an awkward message, although it seems to be presumably an essential message for device/disk safety. There have been improvements though, in more recent versions of MacOS, this is now a notification, below. The notification reads better, isn't as intrusive and uses the button wording "Close" which makes more sense.If all you've got is your impressions about what he thought about some other things and those lead you to believe he would feel a certain way about this issue, that's still your opinion, not the dead guy's opinion, and you should let it go.
"Based on SPJ patterns of work, Windows-like prompts with a single "OK" button would have been culled at the first alpha."
"It's ugly thoughtless design that gets the user thinking about maintaining their device."
Oh, ok. Thanks for that. I didn't understand that that was your opinion from the other times you already said that.
P.S.: I'm pretty sure this warning dialog is from a Jobs-approved era, when he was alive and could have his own opinions. OK.
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That's interesting. I was under the assumption that all purchased software could be re downloaded anytime from the purchased list in iTunes or in the App Store.I bought an app that is not even on the app store anymore. Nevertheless it does what it is supposed to do and I don't care when it's not touched by the developer for the next 10 years if it was done properly when it came out. On the contrary, I really dislike very frequent app updates and constant changes no one asked for.
About the reason why 64 bit windows is able to run 32 bit apps, I think you are completely wrong. In an ecosystem with many more professional tools from third parties than in the Apple ecosystem, the OS vendor cannot afford to behave like a tyrant.