Absolutely - there's no problem. It's not illegal at all. Head on over to the Hacking section. However, we do not condone the use of cracked or stolen apps. Jail breaking the iPad is simply a way of letting it run non-Apple programs. There are many non-Apple apps available in the Cydia store, which is a legal repository of apps for JB iPads. But we absolutely support the right of developers to receive fair recompense for their hard work in developing these apps, so we don't tolerate any discussion of ways to circumvent paying for apps.
Tim