Looking good. Just a couple of swap suggestions.
1. Tool Chest and Clamp Rack. Tool Chest look like it might be hard to get to on a regular basis. You won't have to get to the clamp rack as often.
2. Jointer and Bandsaw. It will give you more space to roll out the planer while maintaining your outfeed space. Secondly, thinking vertically, I think most work at the drill press will clear the jointer (go right over the top of it). So you won't have to move the jointer like you might the bandsaw. Finally, it would give you a fixed and a mobile piece of machine on each side of the shop.
While running your DC ducting. You may want to extend the main to on or both of the workbenches for any sanding that you do or for a portable bench top downdraft table later on.