I am closer to cable management nirvana. I just tied up the cables under my desk. When I got the new MacBook Pro I moved all my cables around and had them sprinkled under my feet.
I also bought a headphone extension cable which is taped under my desk. The female end is recessed from the edge in the middle of the desk. Now my headphones aren’t under my arms. I have had this idea since I built the desk I used at the trailer.