I should have asked if the crimp actually touches the steel wire every time a hyd hose is crimped.
The answer to this question is, "It depends."
You already mentioned skiving, which is not very common these days. When a hose is skived, the outer cover is removed where the fitting is attached. In this case, there is lots of contact between the fitting and the steel wire.
Most hose and fittings nowadays are "no skive," though. Of approximately 30 different types of hose we sell here at DHH, only one type (6-wire SAE 100R13 hydraulic hose) requires skiving. Fittings for all of our other hoses feature either an OTC (Over The Cover) or a "Bite To The Wire" design.
"Bite To The Wire" works how it sounds. The fitting bites through the hose cover and grips the steel wire directly. Some of the fittings that work this way are Parker 43 Series and Aeroquip "MatchMate" fittings. DiscountHydraulicHose.com's W-Series fittings are also Bite To The Wire.
OTC fittings are designed so that the hose is compressed in between the fitting stem and the crimp shell. Ridges inside grip the hose cover, but do not come in contact with the steel wire reinforcement. Some examples of OTC fittings include Weatherhead U Series and DiscountHydraulicHose.com's Braided Hose Fittings.
I should add that some wire is exposed at the end of the hose when it is cut. If a fitting has been properly installed, that cut end was pushed into the fitting as far as it will go, and there should be some contact there, or at the very least, the metal fitting and the steel wire are extremely close to each other, with no insulation in between.
To make a long story short, though, all steel-wire hoses are conductive. That is a primary reason for the existence of alternative hoses, like SAE 100R7 or SAE 100R8 thermoplastic hose, and SAE 100R3 fiber braid hose. In the case of thermoplastic hoses, for the highest level of NON-conductivity, the hose is available with an orange cover. The reason for this, as it's been explained to me, is that the black cover contains carbon, which itself is conductive.
Orange thermoplastic (SAE 100R7 or 100R8) hoses are the only lines recommended for bucket trucks and lifts, where conductivity is a major safety concern.