System matching is work and trial and error. It takes time. Maybe this is part of the reason? Almarg is also correct about the nature of a revealing system making poor recordings sound worse.
I also think expectations play a huge role. You don't expect too much from your $1000 system and thus can simply rest in the music. The $60,000 sysem IS ATTACHED TO SIGNIFICANT $$ and has mental stuff tied to it. Hard to just enjoy when perfection is expected. One gets all tied up with performance perfection and enjoyment is lost.
I also think expectations play a huge role. You don't expect too much from your $1000 system and thus can simply rest in the music. The $60,000 sysem IS ATTACHED TO SIGNIFICANT $$ and has mental stuff tied to it. Hard to just enjoy when perfection is expected. One gets all tied up with performance perfection and enjoyment is lost.