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1. Crawford is pretty low on my list of engine builders. Element Tuning is at the top of my list for what you're looking for. I'd also look at just doing an LS swap if you want more than 400 WHP that you can actually use on track. To get 500 WHP "reliable" on track, even after a perfect engine build, takes major fueling and transmission changes. It'll even be tough to get enough cooling on an LS.
2. For coilovers, call CSG and Racecomp. They know the platform best, offer custom products, and can guide you to the right option for you. KWV3 is a fine choice, but there are others. The stock suspension is also great for stock and pretty sticky tires.
3. If you're driving around town, stock brakes are more than enough. For serious track days, look at AP Racing sprint and enduro kits, not Brembo. For newbie track days, high temp fluid and pads are enough.
4. All the direct oil cooling kits are more or less the same. Just different sizes. Exhaust is a matter of taste. Driveshaft shop does axles and such.
I don't own a Jeep, but the requirements of rock hopping are quite different from the requirements of going fast and reliable on the track. I suggest you skip the whole engine mod thing, beyond maybe a tune or flex fuel, and go for brakes, suspension, cooling, wheels, and tires. Add some aero and you will be fast and reliable with a cool, custom car. Engine modding largely leads to headaches.
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