Where to invest the most in the "digital chain"?

I have the iFi Zen Stream with their upgraded SWPS.  I added fiber ethernet right before the iFi and switched from the good DAC in my McIntosh to an incredible DAC and for the first time my digital sounded better than my analog.  Here is the problem..this whole thing is a money trap and the sky's the limit.  If I had limited funds I probably would skip power amp and speakers and on the used market buy a well rated DAC with volume control and headphone out..Great pair of headphones and your iFi will shine.  Mine sounds glorious.

Over the decades it has been proven over and over to me through experience that every part of the digital path is critical… and the more logically something shouldn’t matter, the more it does.

Of course, I didn’t learn this. I just couldn’t get myself to “waste money” on a streamer. It’s just a computer in a box, right? Until, I bought a good one… for me the Aurlic Aries G2 ($5K)… followed shortly by the Aurender N100 and quickly I bought the $22K Aurender W20SE… which I was petrified was a waste of money. Until I received it and within 30 seconds (yes, 30 seconds) I realized it was a bargain! It catapulted my digital end ahead of my analog. The holy grail. Finally digital that sounded fantastic.

HI guys I'll start out by admitting I'm an analog/vinyl guy. I am how ever wanting to listen on multiple systems without have to reproduce my expensive system in every room and also want to travel with music.. So I have been playing around and have the same questions as posed here. I have serval inexpensive digital sources a Hiby r6 DAP I started with this for travel witch got me started down the digital path. I also then did a Raspberry PI into a IFI Zen dac and also own a Bluesound NODE 2021. So the test I ran was to take my digital and put it on 2 USB drives one on my router as a network drive the other plugged directly into the NODE. I hear little to no difference between the two setups. I heard a bigger difference in sound quality with the changing cables between the NODE and my Pre-amp. So my next step will be to buy the best DAC I can afford with the best analog section. I do think the streamer makes a difference but less than the DAC. IMO   

I would argue that if you mostly stream , the streamer’s quality is just as important as the DAC.   It’s a “Transport “ in the sense that an optical drive is.  It’s job is tougher than a transport because it has other issues aside from error correction like an optical drive has.   
 

I almost got the Aurender A200 but I got the N200 instead because much effort went into giving it clean digital outs.  I’ll always have an external DAC so I figured why not. Plus the features and display.   Also most importantly is that it is a caching player.  It loads the data to a SSD memory buffer and then plays it.   In addition it has user removable drive bays.    There is a lot of tech packed in there.   

The key to streamers is that they isolate vibration, electrical noise… etc. the signal sent to the DAC is incredibly important. They make a huge difference. Keeping the DAC and streamer separate (as long as they are both high quality) also makes an important difference.