Lots of questions, lol. Lets see if I can answer them all...
Just clarifying, with the 90 fittings, if it is stated to be for -6 AN hose, than it can either be used with the -6 AN hose, or just high pressure 3/8 hose?
I'm using high pressure oil resistant power steering/transmission cooler hose. With the -6 barbed fitting you can use any hose with a 3/8ths ID. The guy at Earls told me you don't need to run a clamp with these fittings but I'm throwing one on there anyway.
Also, is there to be any concern with the hose by the exhaust?
It's actually further away now because I have the 90° fittings angled up and to the rear, before they went straight forward and over the exhaust on their way to the radiator.
Being in both high heat and freezing temps here in Jersey, if I bypass the trans lines in rad will the trans not get up to temp during the winter months? Or will I just have to let the truck warm up a bit when its cold out?
I don't see it being a problem, the fluid heats up from friction inside the transmission itself. I do not know the answer to that question though, sorry.
One more question, whats the easiest way to install a temp gauge tap in if using rubber or AN hose the whole length?
I am not using rubber hose the entire length back to the cooler. I'm using short rubber hoses from the fittings to the body, then running hard lines down the transmission tunnel towards the rear seat, in through the floor under the rear seat on the passenger side of the tunnel, and along the floor back towards the cooler. then up the D pillar to another set of short rubber hoses going into the trans cooler. I am putting the sending unit for the gauge into a 1/4" pipe T with two 3/8ths hose barbs on it, and the sender into a 1/8th pipe to 1/4 pipe adapter, then into the T. The gauge sender needs to be grounded, so I soldered a wire to the side of the T and put a ring terminal on the other end, so I could ground the T to the body. I'm going to put the T inline back by the cooler, on the inlet so I get the temp right before it goes in.
Thanks.
You're welcome

hope this helped a little.. I'll update again once i get the hard lines bent up and installed, hopefully it will be later today.