aux coolers. which ones to use?

[INSIDIOUS '86]

so I have a trans cooler that looks like this, just an avg cooler for my th350 im going to put that in

then I was thinking of running an oil cooler for my 377, it runs royal purple but i rev it and run it pretty hard i have a 160* thermo and an underdrive pulley with a flexalite fan, havent really had a prob with temp but it has yet to get past mid 80s* here in wash were im at

so the prob is I have a kc4 filter cooler from a gta that had less than 30k so its pretty much new still. then I have a trans oil cooler that I was thinking of hardlining so which will work better you think?