It appears you are well on your way to controlling your engine temperature, nice set-up:) I did notice you have a very high volume pump compared to others out there. When calling the various manufactures of pumps and radiators when I was trying to learn all I could about cooling systems for my car the one point repeated by several of them was to not move the water too quickly through a smaller radiator, you need to give the water time to give up it's heat to the radiator tubes and fins. On the upside, you have a double pass radiator that requires the water to circulate about 4 feet through the radiator, giving it extra time to exchange heat. Once you get it dialed in and figure out when to turn the pump and the fan on, you should be very pleased.
When it came to a fan powered trans cooler, I went with a B&M unit. A little heavy, the motor uses 6 amps to run, it ain't cheap, but the fan puts out a boat-load of air. Since I only turn the fan on just before the return road and then off once I drive back to the pits, I wanted maximum cooling for the short time it would be on. So far so good. A stand-alone trans cooler not in the path of radiator air flow is the only way to have maximum cooling efficiency.
If you radiator has regular radiator hose fittings (I can't tell by the pictures) then you might try and find a formed hose to make that right angle turn. If not, then the systems will still work well with what you have...I think. Give it a try
Gotta say this: never liked the looks of a fed with a radiator unless it has a full body, yours does looks good, nice job!