jafant - Thanks for your response!
After looking at all the Thiel models on https://coherentsource.wordpress.com I can see why the CS 2.4 would be considered the sweet spot, the most modern model before the price starts doubling.
I know this is a hard / subjective question to answer, but I'll ask anyway :) If I go from my 03s to something like the CS 2.4s, what can I expect? Will it sound like a completely different speaker/a huge jump in performance or just a nice refinement of what I already have?
As for my system: I'm guessing it's rather basic or maybe even "crude" to what others have on here, but I have a good ear and find it highly enjoyable to listen to.
I play mostly high quality recordings / files from a MacBook Pro feeding a Schiit Modi Uber DAC then to a Rotel 1052 receiver (100 wpc) out to the 03s.