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We always think that will be the outcome, but it never is. Except for one particularly bad small system I managed to replace with a slightly less bad one!

Who is going to pay for that?

>I wonder if we shouldn't just regularly redesign our foundations to be more robust and transparent to keep the whole system manageable.

Don't make me link Joel Spolsky's never do a rewrite.

Link to it all you want, but that doesn't make it universally applicable. Do you really think we should still be building on top of Cobol? Almost everything gets rewritten. It's unavoidable, because almost everything eventually becomes unmaintainable.