I guess I have it easy - my turntable connections are not removable, the rest of my interconnects are balanced cables and my speakers are internally biwired.
On interconnects, the arrows should point away from source. If no arrows, you should go by any writing present on jacket, and orient the wire with the writing right side up and away from source component. To clarify, you should be able to read the writing, as In reading a sentence etc... On speaker wire, the arrows, if any, should point away from amp.
Typically the directionality is for a single ended shield. Two internal conductors with an overall shield connected at one end. Start is the out put of the component to the input of the next.
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