That is also my point....What it matters if my dac and amp measure flat if my speakers can't communicate me that information?
SO MANY QUESTIONS!
The evidence is that most people prefer well measuring electronics, regardless of speaker choice, in controlled tests.
But let's start with the obvious. If we take as our source not two different DACs, but two different recordings. We expect two different recordings to sound different even if the speakers are seriously coloured (i.e. distorting). This is a bit of a reductio ad absurdum, but if speakers are poor at communicating difference, then we can posit that a bad enough speaker may make the recordings sound the same. Above a very poor standard, that won't be the case.
If we then take the same recording and play it on two turntables where one is very poorly set up and the other not, we will still hear the difference even if the speakers are seriously coloured. Now take two very different sounding DACs, one that is neutral and one that is poorly distorting... well, you should have the idea by now.
The speakers will communicate the information conveyed to them and you will hear the difference - as long as your brain doesn't get in the way.
Beyond that, I want to be sure I have appropriate impedance and power.
Take note of this. In order for two DACs to sound the same, even if they measure to be audibly similar, everything else has to be right. The correct formulation for the premise is that if you remove all the known differences in audibility, then they will sound the same. That's not so easy to do. Any test has to be properly level matched, any filter choices have to be similar enough not to cause difference, the test has to be properly blinded to the listener, the system as a whole has to be correctly matched. A little louder, an impedance or gain mismatch, is quite enough to make DACs sound different, and without complete knowledge of the whole system anyone reading a test description can miss an audible difference.
However...
I have been able to tell apart the dacs I have listened to till now...not on a blind test though...just using them with my stuff...in the meaning that I could hear a difference among them.
There is a HiFi News editorial from 2013, where Paul Miller received an early example of the PS Audio Directstream DAC. This DAC had previously been subjectively reviewed for another publication, and there was a copious description of the exact differences between the various filters - but when measuring it, Miller found no difference whatsoever, so he contacted the company. Guess what? The software for the filters had not even been written.
Such is the power of suggestion and sighted listening. The lesson here is that your brain only trusts your ears when it is forced to do so, through controlled testing. That is the same for everyone.
Use that lesson wisely.