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It's easy to use out of the box. If you want to add community-generated functionality, you just need to follow a few extra steps, which are generally documented pretty well when people release new software for the iLiad. If you want to be on the "bleeding edge" with new experimental functionality, you need to know rather more.
You'll need shell access to be able to run install programs and such, but you don't need to directly access the iLiad through the shell to do that. Just think of it as being a setting that lets you run new programs.
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