Back to my original question, I’m kinda leaning towards the Freya/Sim Combo. I’m curious though if synergy is so important'Synergies' such as pairing a dark preamp with a bright sounding amp usually end in tears- upon seeing how many $$$$ went down the loo.
Better that each part of the system stand on its own merits.
Now that you are safely journeying down the rabbit hole, just so you know it doesn't end- there are 6SN7 based preamps out there that can really transform a system. I think you're taking the right step looking into them.