Very simple. You strive for your equipment to be completely transparent to human ears... the sound going in is the same as the sound going out. Nothing gets changed along the way. That is very simple for the chain from the source to the transducer. Most equipment should be able to perform transparently from the digital audio file through the amplifier. The wild card is the transducer stage. With speakers, the interaction of speakers and room can alter the accuracy of the sound. With headphones, the interaction of the cans and your ear canals and head shape can alter the accuracy. So we focus on getting that stage as accurate as we can by selecting transducers with a response that performs as close to accurate as possible in our particular circumstance, and by calibrating the response with equalization. With speakers, we can get timing even closer by doing room treatment.
Once we have the output of our system as accurate as possible, then we have the sound as close to what the original engineers and artists intended. We can listen to that and decide whether we like that or not. If we think we can please ourselves more, we can color the sound a little bit and listen to that to see whether we like it or not. If we don't, we can go back to the baseline accurate calibration and try again. Eventually, we settle on a sound that we like, and we can just listen to music from then on, and not worry about the equipment any more.
Accuracy is not an unattainable goal. The only people who say that are the ones who are too lazy or too inexperienced to bother pursuing it. If you really care about sound quality, you won't just randomly mix and match stuff, hoping for it to work. Random actions yield random results. If you want great sound, you work towards it by approaching it systematically and scientifically. Every step closer to the goal is a step better in sound quality. Get your system as accurate as you can, and then adjust to your taste. It isn't hard at all.