Nice post, great story.
I employ NY compression on most releases these days. I really like the sound of Tokyo Dawn Rose (TDR) plugins, and use Kotelnikov compression and NOVA active eq for this.
An idea on eq that helped me a lot - with bottom-up parallel processing,, you'll hear the compressed track mostly when the primary is quiet, so using a traditional 'loudness' approach to eq'ing the compressed track can make sense.
~Chris