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I wonder how much that has been changing as an increasingly large percentage of software is compiled far more frequently than in the past (JIT, formats like WASM and Apple’s bitcode, toolchains like LLVM becoming widespread, etc.). It seems like at least Apple could ship a new ARM instruction and be relatively confident that most of the important code would be updated to use it on a time-scale which used to seem impossible.

Java might be a counter-example but I’m not sure you can separate that from all of the other dubious decisions which happened over the years there.

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