I am currently listening to an AN Kits Dac1.1 given to me as a loaner while my dealer upgrades the caps in my AN UK Dac. I think it sounds excellent and I can imagine that you are very happy with the sound you're getting. An upgrade to the output transformers should be a huge upgrade that is the route I would likely pursue. You say you also have a Chord 2qute have you compared it to the ANK?
Audio Note Kit 1 Upgrade Or New Dac
So I have a 2010 audio note kit 1 with upgraded internals(caps, wiring, etc.), but stock output transformers. I also have a chord 2qute dac. The dac is fed by a sonore ultrarendu. I am considering making a upgrade. Updated ccore output transformers for the ANK amp or a new dac( probably the chord qutest) My question is which component would I see the most benefit in upgrading, if either. I am very happy with my sound already, just seeing if I could minorly improve on some things.