I have a stock setup 496HO. I put my oil temp sender in the remote oil filter housing. If I understand how the oil flow works, the oil pump picks the oil up from the bottom of the pan and then through the filter, through the cooler, and finally back to the motor to the bearings. On WOT runs I will see 260-265 degrees. This is before the cooler but the oil is still reaching this temp. Is this call for concern or should I also look into a better cooler? I wouldn't think bone stock would be inadequate and there are a lot of these motors out there....

How much of a difference do you think it will be if you are reading off of the pan vs the remote filter? My temp is around 240 after a long 4k run and I have my sender in the pan. I have noticed my oil pressure is lower after it heats up that hot.