Why Not To JB..
Your risk a vulnerable os, susceptible to virus attacks or worms..
You may get corrupt data thru one of the apps you dl that may corrupt the system..
You void warranty from Apple (but you can always downgrade and restore)
The apps available are great, but don't go thru rigorous testing that Apple puts the apps thru before approving..
Your iPad may just stop working suddenly, and don't go crying to Apple if this happens..
Apple provides somewhat of a virtual gate with their firmware upgrades, you don't have this benefit when you jb..
Why You Should Jailbreak..
Great apps available..
Can do things that normal iPad can't..
The possibilities are endless..