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As for the JBL 305, I'd consider that a much weaker link in your proposed chain, in terms of "transparency". Bass roll-off, harmonic distortions easily produced and measured.
I am now both "ASR Supporter" and "ASR Senior Supporter". That adds up to 75% of "ASR Extreme Supporter". @amirm What does it make me? "ASR Senior Quadruple-Whopper McSupreme Supporter"?
I would love the Okto, but I donated my last cents to this site (I also bought an way to expensive mountainbike recently). So now I am stuck with the old BSS!
And maybe the BSS is good engineering after all. I would really like to find that out.