DISCLAIMER: These notes are from the defunct k8 project which precedes SquirrelJME. The notes for SquirrelJME start on 2016/02/26! The k8 project was effectively a Java SE 8 operating system and as such all of the notes are in the context of that scope. That project is no longer my goal as SquirrelJME is the spiritual successor to it.
Having the path order be last to first is a bad idea and is harder to implement than a first to last order.
Perhaps the package manager would be best being a literal map itself that way things can be simplified a bit.