overclocking should not be too bad if you know the basics. Just remember to do small incriments, 1 fsb at a time and you should be fine. Then boot up and see if it runs stable when you hit the speed you want. Make sure you find the reset switch on your motherboard 🙂.
Personally I would go with the 4400 as it has a higher multiplier. It is easier to lower your multiplier then it is to raise it. And it is only $20 more, worth it in my opinion.