It's a hard thing to really answer. The coating on wires is designed with a certain thickness for voltage, not current. If you have a 20amp circuit at 120v, standard thhn-2 wire is plenty well insulated to deal with that. 20amp circuit on 1200v is a whole different ballgame, that 1200v has enough pressure to physically send an arc of electricity through the coating on thhn-2 to the nearest ground. That plastic coating isn't nearly thick enough, and totally the wrong material. You'd need XHHW, which is rubberized plastic, and much thicker insulation. For instance, the 400A 3-phase panel I'm currently working on requires parallel 4/0 wires to each mains terminal. This XHHW is good for @380A. The power company just ran a single 4/0 wire to their terminal, but their wire singly is rated at 600A. The insulation on it is easily 10x thicker than what my wire is covered with. I think it's unfair, but I didn't write the codes I have to work by.
Yes, you can flow electricity through any single resistor, rubber or otherwise. It's all a matter of resistance, just how thick the resistor is. If you look at the gloves a linesman wears, they are thick leather (boot leather thick) covering a layer of padding, covering thick rubber gloves. This is all to prevent the heat of the wire from melting the rubber glove, and to prevent any wire spurs from puncturing it. What you'll never see is a linesman wearing thin surgical gloves, the leather and padding will still conduct electricity at that high voltage, but the rubber/latex is simply not thick enough to prevent arcing. The gloves are also leak tested because the voltages are high enough, that even a pin prick sized hole will allow the voltage to arc through that hole to the sweat on your hand, and considering the temps created, will at minimum blow your hand off, or if you are wet/sweaty will travel tour blood/ sweat and fry you like a twig on a bonfire. Lethal, even at a fraction of an amp.
There is also magnetic fields, they will induce voltage and current, regardless of insulation, if the voltage/current is strong enough and the wires long enough. It's how coils/transformers work. But thats a whole different beast.