I'm not the expert that you mention, but I can tell you how I arrived at my current system. As @ghdprentice mentioned, I sought out components that I felt would satisfy my personal tastes.
I first selected my speakers based on prior experience with Von Schweikert. I liked what I had, but I wanted a better version of them. I spoke to Von Schweikert and they assured me that the Endeaver RE would be a big step up from my VR-4s.
I next looked for an amp. As with my speakers, I liked my aging Coda amp, but wanted an improvement. I consulted Doug Dale with Coda and he recommended the V1 version of the Continuum No 8 as a good pairing with my speakers.
Next came the preamp. This time, I veered away from c-j and went with a Linear Tube Audio MicroZotl. I spoke to owners of them and it appeared to have the aspects that I liked from c-j, but an improvement in other areas.
Some of it is luck, but I ended up with a system that I like. I've tweaked things with different tubes, cables, etc.
Nothing really scientific about my approach, but I ended up with something that I enjoy.