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Is it better to start from scratch rather than refactoring?
(lemmy.sdf.org)
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How would you define "supportable"?
I now suspect this is basically where it's coming from.
If your app uses silver light, VB6 or something like that where modern OSs, browsers etc just don't support it and there is no upgrade path.
It could also be written in a language that is supported, but you just can't hire Devs for.