Keeping a transmission cool depends on a lot of factors. Install a good gauge and go from there. You may not have the need for additional cooling. However, if you do a lot of hauling in conditions where the torque converter cannot lock, you may need more cooling.
The factory setup works pretty well and I personally wouldn't do anyting more than to make sure it's spotlessly clean and in good working order. A gauge is a must. Run it like it is. If it doesn't stay cool, let out of the throttle and let it cool down. THEN spend more $$ on better cooling.
The factory oil to water cooler really helps the trans warm up during cold weather. A larger capacity pan will help maintain steady temps during momentary high stall conditions.