A Kindle "jailbreak" only adds signature keys to the signature data files.
Using the 3G service outside of the Amazon agreement involves the user (and the web-site that describes how) in legal issues.
In the USA, it can be argued to come under the general term: "Theft of Services".
That is the primary distinguishing difference between the two.
With that in mind, you can find the question of web-site policy in the guidelines.
(page down to bottom of page, find link to guidelines, read them.)
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