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Are there really any compelling reasons to use Perl over Ruby for greenfield projects....

That's exactly what I'm doing. Reliability is only one reason I chose Perl over Ruby, but upgrading three real-world applications my business relies with their dependencies on to a new major release of Perl 5 in an afternoon while doing other things and only having to intervene three times is a tremendous boon.

Upgrading from Ruby 1.9.2 to 1.9.3 wasn't that easy.

It depends on your infrastructure. Some setups just don't have an infrastructure setup to make the transition easy.

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