A few things have become apparent recently:
1) There almost certainly will be a JB for the iPad.
2) The iPad – even with OS4 – will be a challenge to use as a primary computer as long as it lacks the ability to pass documents from app to app – including the various storage/organization solutions (iDisk, dropbox, goodreader, etc.) and back again – rather than creating multiple instances of the document.
So does 1 + 2 = Jailbreak for me? We’ll see. I’d rather do this ‘cleanly’ but at the end of the day I am so drawn to the form factor, light weight, touch interface, etc. that I’d rather make it really work via jailbreak than face to super-kludgy workarounds every time I want to do something fairly basic wrt document files.
I’m glad that devs have additional time before the 3G ships – maybe better workarounds can be found between now and then. Either way, I will try what’s available when the 3G ships before making the Jailbreak decision.
But I won’t be afraid to pull that trigger if it’s truly the best option.