Oil vs Epoxy coils.....

150F is not very hot, underhood temperatures can reach +200F, and coil temperature rise above that. Oil circulates with convection, epoxy does not, it is the enamel on the windings that fails, shorts windings and coil is damaged.

Modern coils have a primary resistance of about 0.5 Ohms, standard canister coil about 1.5 Ohms. Changing to modern coil in ballast system results in increased current, that may fail the ignition box. The HEI conversion eliminates the ballast, and properly control the coil charge, that is how to have a cooler, more efficient coil and ignition.
HEI conversion is not difficult, if you have electrical skills. If you want an easy to install system with support, TrailBeast of this forum sells conversion package.
I will not be going HEI anytime soon. I know Trailbeast sells them. The fact is, I have next to zero issues (and I have owned many, many mopars) with the factory Chrysler electronic ignition. I was wondering if there was an advantage of an epoxy coil over oil filled. But it sounds like you don't think either should be used with the factory set up. I've used Accel coils with them, but I was looking into the Pertronix shown in the first post.