personally i would never use the stock trans cooler lines again, i did a write up of how to install an aftermarket trans cooler, if you are doing the raditor i would HIGHLY sugest just doing this at the same time, the stock fittings suck if you ask me and are stupid $ if you over tighen them, $35 and you can get better cooling with a larger aftermarket trans cooler. there are some great write ups online for doing the swap, the #1 thing i always forget is to be sure you unplug your fog lights... i have had my bumper in my hands now 2x's when removing it and the fog still plugged in... hahahaha you get real creative to support the bumper while trying to unplug them! for bleeding the radiaor all i did was put it in my driveway and drove it up on drive on stands, let it run a while and then would bleed it as i went... worked great... while you have the radiator off you may also want to give your heater core a good flush and replace your serpantine belt as it is super easy to do while the radiator is out of the way! also to unplug the passanger side headlight i cut a small access hole you can see this hole in the first pic... that is all i can think of all hand, taking your time your looking at 3-4 hours
trust me it is a blast!