There should be a "forced" upgrade path, where everything *must* be rebuilt, IN ORDER OF DEPENDANCY, that is installed. Perhaps, just a forced re-bootstrapping of fink (with he old tree moved out of the way, ENTIRELY) that then rebuilds all installed packages (or apt-get's in case of a binary install). This is the only way to fix things like this, without "special hacks" like dummy packages, weird "virtual packages" and even things that screw with the build system like the custom freetype2.la that was mentioned.
iKnow that this isn't the best user experience, but if its presented in the right way, then it will end up with a much better experience sine things won't break (as much)!
JP
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