I think a lot of the sound i and other people like is basically nice colouration and distortion whether valve, vinyl, electrical ‘synergy’ or tonal ‘synergy’ ie well matched components that come together in a pleasing sound. Far too many variables and moneypit opportunities so My approach is to use a clean digital source, clean amps (like nad/putzi) and neutral high performance dynamic speakers then tune all of the above with digital filters/peq to match the presentation i like. In my case Tidal/WiiM pro/RME ADI2 FS Pro/ Balanced XLR/Active ATC SCM50a/REL 812 sub. Don’t really bother with my gyrodec/sme v any more…looks nice though :-)
Buy something brilliant that defines the sound you love at that time and stick with it for a good few years. Whether amps, or speakers. Good digital sources are ten a penny and cheaper than ever these days…so buy a good amp/speaker and base it around those. Good combo’s ive had… Quad II and ESL Musical Fidelity MA50 class a monoblocks and B&W 805 matrix Musical Fidelity A370 class a monster and ATC SCM40 passive Krell integrated and ATC SCM40 MF kw250 and atc scm 40 Active ATC SCM50a
Plus loads i just played with when i worked in a hifi shop years ago. Enjoy.