Best Of Breed or Matching Components?

There are so many variables to contend with when matching components from different makers .If product A boosts bass and product B also boosts bass then when you combine the two you have too much bass . Bass just used as an example . All frequencies are affected by the two components being joined . My success rate for matching different manufactures is at about 30% . Am i just unlucky or on a bad streak ? 

Flip a coin

Not sure what constitutes "best" sound, but I will say this - I'm very happy with my Ayre stack (AX-7e, CX-7e mp, P-5xe, L-5xe). But then again, I don't like being on the equipment merry-go-round. My recent purchase of my Vandersteen Quatro CTs is the first significant change to my system in 9-ish years. 

Match a tubed preamp to a great solid state amp for a great sound without all the amp tube changing.

This from the perspective of a DIYer.

Every resistor, every capacitor matters. Not to mention every single tube, transistor, op-amp, and transformer, as well as the topology. Just this month, I had to scramble because a simple resonance tweak changed the character of my analogue front end, from being clean and precise to being cleaner but unpleasantly shrill. I did not want to lose the new-found clarity, but had to soften the sound somehow, so I changed some teflon caps to styrene, decreased the impedance on my step-up transformer, and added capacitance to a cable.

The moral of the story is, go with what sounds good, BUT, component synergy may change with every tweak.