Here's a quick and dirty picture of my horrendous speaker positioning. Don't they look gorgeous though?
This picture also reminds me that I desperately need that new desk. Thoughts on one that would fill that space (assuming the bookcase isn't there) would also be appreciated

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Horrendous.... putting a speaker on a box on a chair will completely destroy it's ability and sound. Gets some proper stands.
A speaker cabinet is very sensitive to it's position and distance to boundaries and how well it is supported.
The cone has to move back and forth to move air to make the sound in the room, so if when the cone tries to move in one direction, the cabinet is not held secure and moves with it. (Think of your physics lessons, and Newton law, to each and every reaction there has to be and equal and opposite reaction). You will end up with less effective cone movement.
example,
You send a bass note to the speaker (Lower the bass, the more cone movement required), That should equal 4mm forwards, but the speaker is on your box/chair, and the force on the cone against the air pushed the cabinet back 2mm, that means half the movement was wasted in moving the cabinet and not the air in front of the cone. Result you heard only half the bass power. (a Simplistic example, in case some wants to calculate the true losses in the system

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This will happen all frequencies, the higher you go, the smaller the movement so the more secure the stand needs to be. Think if a note only required 0.5mm movement, good chance you won't hear it.
Give me the best system in the world, I can and make sound terrible in minutes, but making a simple basic system sound good, takes time, and attention to detail, with some experience and learning.
Work on you room layout, add stands, plus a DAC.