Distilling solvent like this is fairly routine, you just have to make sure there's no source of ignition within range of an explosive concentration of naphtha vapour. The naphtha itself is pretty stable in absence of an ignition source, which could include static electric discharge, sparks from electrical motors and the switching on or off of a thermostat. Besides a flammability hazard, well, the hazards should be written on the container in which you received the solvent.
If your equipment is set up correctly there shouldn't be a significant amount of vapour escaping from it to present a hazard, but bear in mind that glassware can fail. You can look up things like the autoignition temperature of the substances in question as well.
Your perfectionism should serve you well in first studying chemical laboratory safety as thoroughly as possible - there are some general principles and then things specific to particular activities and substances. Clearly, it's not worth studying something you're not likely ever to use, like maybe, I dunno, diiodoacetylene or whatever.
Checking materials compatibility for the substance used is standard practice and this includes its compatibility with your PPE.
The other thing to mention is don't leave your distillation unattended and don't attempt this when tired or intoxicated. If you start to feel drowsy, turn the heat source OFF. Naphtha fumes can cause drowsiness.
One more thing to make sure of is that the distillation apparatus can equilibrate freely with atmospheric pressure. Sealed apparatus can present an explosion hazard so make sure there is no chance of clogging or blockages, and that any valves are set to the correct position.
All that said, most of what you describe sounds fairly reasonable as a plan although using a fan when outside is overkill somewhat.
“There is a way of manipulating matter and energy so as to produce what modern scientists call 'a field of force'. The field acts on the observer and puts him in a privileged position vis-à-vis the universe. From this position he has access to the realities which are ordinarily hidden from us by time and space, matter and energy. This is what we call the Great Work."
― Jacques Bergier, quoting Fulcanelli