The only time I traveled with my boss to a meeting, we were both booked in Y, but I had a bunch of 500-mile upgrades and requested an upgrade for myself.
I felt a little bad, and since we needed to go over the meeting a bit, I went ahead and upgraded him to the adjacent seat in F.
It was a short hop, and it was useful for both of us to get a little work done. More comfy and better food too...