Seriously what the hell are you on about? If he jailbroke his iPhone, all he'd have to do was restore it all via iTunes.
If the extra $5 isn't much to you then I'd recommend the 3GS. I have Cycorder (Video recording app (jailbroken)) for my iPhone, the quality isn't that good.
With the 3GS you have 4 processors instead of 2 which makes everything much faster. Internet speeds will improve and apps will load super fast.
The 3G is still an amazing model but lacks the speed of the 3GS.
Ask yourself a question. If your computers internet speed was slow, would you pay $5 to make it faster?







