SQ lacking

Something is wrong. You should be enjoying crisp clear sound.

You might want to further describe your system (cd transport - dac - preamp - headphone amp). You say you have a dac/headphone amp. You should be able to connect your cd transport to the digital in on your dac/headphone amp and plug your headphones in and be good to go. You don’t need to take the analog out and run it through a preamp.

If you’re not having some kind of connection problem, get back to whoever you bought your gear from and seek advice on your system and try to isolate which item isn’t working properly. If you can’t find the problem, return the gear.

How big is your bedroom? You don’t have those speakers on each side of your bed do you? You're going to have to clear out some room for your speakers to work.  I don't think room correction will be much help until you get some open space between you and the speakers.

You’ve got a lot of equipment there and it looks like good quality gear, so if your system just sounds bad, something isn’t working properly.

I can’t really tell you what the optimal setup would be, but I would set up each part of your system (i.e. cd, lp and headphone) one at a time, as simply as possible. Your cd spinner to your preamp/dac to your amp to your speakers only, in order to try and isolate any piece of gear that might be causing a problem or, in another way, finding out which components are working correctly. In setting up your headphone system, just go from cd spinner to headphone amp/dac to headphones. Leave the preamp/dac out.

Try that and see what happens and let us know if it helps.  You can eventually get everything hooked up together, but with all those connections and components it's easy to get something hooked up wrong when you're connecting it all up at once.