Ok just my opinion:
Rotate R1 and R2 and stack them(not literally,R1 above and R2 below it), and get them closer to the controller.
Why does the ground plane stop? I don’t see a reason. The fab house would be happier when they etch your board.
Are there specific components C3 and C4 are supposed to be close too? Go back into your documentation and see where these caps are supposed to be placed close too and place them there.
Vias: Good idea.
Could you find a smaller version of D2? Or is that necessary to be to spec? If that specific size is not required, go ahead and get a smaller one. Even if it is only a few cents more. Of course, then again if you have to pay 10 cents more for a smaller product, go with the bigger.
How did you route the polygons on the top layer?
As for all the pads with the + type connection, fill in the empty spots. No reason to route those out.
Do you know what the smash button is?
If so, use it on all those colliding values.
Date and version your board
[Read this,if you already haven’t
How much current load do you expect to use?
Note: I didn’t bother looking at the datasheet. Too much time. I am familiar with Microchip, as I constantly use their PICs, vregs, and occasionally their switching regulators
Mind if I have a copy of the board and schematic to mess around with? I enjoy PCB design](History Museum - SparkFun Electronics)