Alot has to do with what you are doing with the car the motor is in.
Port matching is helpful but really not necessary if the car is just a streeter/ partime racer.
Using say, Edelbrock aluminum heads with a matching intake is a good start. Having a good ignition like MSD, Mallory or choice of others. Cams are the biggest thing you want to get right. Having the right cam for the motor is critical .
I would really go talk to a local machine shop who builds horsepower motors. It won't cost you anything but time.They will ask you lots of quetions and what you answer will give you ideas of just how you want to go about building this motor.
As far as oil temps go ,there are many oil coolers on the market that are available. You have to be making monster HP to be worried about oil temps.