Most of us don't start out with a thought out plan of action when it comes to assembling a high-end audio system. Instead, we might start with a hazy notion of what it's going to look like and then it grows from there.
The one trend I do notice is the focus on the two ends of the system: source and speakers. We'll typically decide early on if we're going mostly vinyl or digital. We're also inclined to visualize a certain pair of speakers in the mix as well.
What would happen if we did the opposite? If we meticulously planned out our system from beginning to end? Would we make better sound?
Modifying, upgrading, and replacing elements within the system, on the fly, is a valid strategy for improving that which has long ago been established. If we're digital based, for example, upgrading to the latest DAC technology is nearly always rewarding.
For most of us, our systems have grown organically over the years: not enough bottom end we add a subwoofer. To get better imaging we invest in better cables.
If you're in the position of starting fresh let me offer a suggestion. Start with the loudspeakers, not the other way around. Your planning should revolve around the output and everything else in the chain should support those loudspeakers for a very simple reason. Nothing in the system comes even remotely close to the variability between designs and brands: a horn vs. a stand mount 2-way. A Magneplanar vs. a Von Schweikert. An Aspen vs. a Vandersteen.
In the end, any audiophile worth their salt* will find themselves mixing and matching to dial in the system—and that's not only ok, it's the right way to go about building something great. No one, from master chefs to 2-channel setup experts gets it right out of the chute, but having a solid starting point is really helpful.
*The phrase "worth their salt" originated from ancient Rome, where soldiers were paid in a ration of salt or money to buy it because salt was so rare. It was essential for preserving food and maintaining health.