I have a few questions about Jailbreaking my iPad...

QUESTION #1
Will I be able to use external USB devices like USB Hard
Drives and USB webcams (with or without the camera connectivity kit)?

QUESTION #2
Is there an app (like SSH or FTP) that would let me connect wireless over my home wifi network to the iPad from my computer and transfer photos/videos over? This would be much easier than having to transfer them to a memory card and then plugging it into the iPad and then retrieving them from the card.

Thanks

1) dunno. I really only posted to answer point 2.

For 2)
Goodreader let's you transfer files wirelessly onto the iPad. You can copy files over either through a browser, one by one, or set up Goodreader as a wireless network drive, so that the Goodreader directory shows up as a separate hard drive in My Computer. No jb needed, unless you also require ifile. Anyway, you can easily copy whole folders onto your iPad this way.