I group the pins when I can, but placing the pads where it makes the most sense sometimes makes routing the board impossible, so I often end up re-organizing the pads to make routing easier. (Sometimes several times.)
USB-C ends up being bigger, more expensive and makes extending the wires a lot harder. The only advantage I’m aware of is that most people have the cables already.
USB charging is already a part of the V3 board, and will almost certainly be a part of any board I design in the future.