>> Only occasionally have I managed to convince a boss it'll be faster to
>> rewrite this from scratch than it will be to add the feature you're asking for.
>
>    Sometimes (often?) rewriting the whole thing from scratch would indeed
> take much longer than adding the small new feature. However, the rewrite
> would benefit the project in the long run, as subsequent features would
> become easier to add, saving in the total time.

Not to mention the amount of debugging time you'd save...

>    However, I assume it's difficult to convince a boss of the fact that
> "if we spend a month rewriting the whole thing from scratch now, we will
> save several months of work later".

Unfortunately, it tends to be quite hard to measure "time we didn't have 
to spend because we did X last year"...

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