What DAC upgrade made you say “DAMN, that sounds SO MUCH better than my last DAC”?

As the title suggests, what was your overall system and DAC at the point where you bought only a new DAC and said “DAMN, that sounds SO MUCH better than my last DAC”?

I’m a novice and so many people talk about improvements from new equipment as if they were only listening to varying degrees of static until they bought more and more new equipment which added up to them finally being presented with music. It’s like Salome and the seven veils. But when does the last veil get peeled away? 

So what system did you have and what DAC did you swap in that made you say “DAMN!!!!”?

I guess I’m looking for night and day differences, not gradual progressions……

Apologies if this was already mentioned, but it’s important to consider DAC type. Depending on implementation, there can be "night and day" differences between a tube-based DAC, a delta-sigma style DAC, an R2R NOS DAC, etc.

dac architecture matters, but no more than other implementation items, most specifically power management, form and quality of output stage, dsp (if any), jitter management/reclocking

schiit makes r2r units that can sound too tizzy and shrill, ej at w4s can take an ess sabre application in his dacs and make them uber smooth and warm... the converse of the conventional wisdom...

so dac ’type’, meaning its architecture is NOT a reliable descriptor of the sound of a given dac
I didn't realize that any of the Schitt DACs sound tizzy or shrill.  But I have never heard one.
Just acquired the 'old school' Zanden Reference 4-box setup (model 2000 transport; 5000 Sig. tube dac- $44k combo when launched).  Best solution after 25+ years digital only, but as a 'dac only' limited in resolution to the newer stuff- but oh so relaxing and plain musical for the redbook cd fans out there...
As a 'dac only' in my second system, the Jeff Rowland Aeris with supercap PSU has upped the ante vs all my previous solutions- will add that it sounds amazing driving amps direct...
I didn’t realize that any of the Schitt DACs sound tizzy or shrill. But I have never heard one.

maybe tizzy and shrill are too negatively connotated words to describe what i hear in the schiit r2r dacs sound (gumby and yggy)... lets say they have ample treble energy (as do schiit’s amps), more than most r2r dacs, certainly r2r dacs with tube output stages like mhdt and audio mirror - schiit gear, certainly their more expensive stuff, have a certain house sound, which to my ears, is on the bright side of neutral

obviously many people do enjoy the sonic character of their gear