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Deployment of Ruby on Rails isn't supported under GPL--it's integrated into the Install Scripts interface (which is also a Professional-only feature).
You can get the Ruby Gems module for GPL, which is about half of the equation--so deployment of Ruby on Rails is definitely not impossible, or even all that difficult, on GPL. The TextDrive folks were using a post-create script and a few customizations to the Server Templates in the Apache website section to automatically create the mongrel instances and setup the forwarding through the web server. I believe they've now switched over to our built-in code, but it's definitely do-able without it.
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"You can get the Ruby Gems module for GPL, which is about half of the equation" <- where from?