I have a bias in favor of christie boxes being place next to the poles for the following reasons:
1) There is seldom enough room in the light pole, or the pathetic little handhole in the pole, to work with the larger wires often used for these long runs;
2) Running wires directly to the poles greatly complicates replacement of a pole that has been damaged. With a box, at least, you can isolate the one pole easily, and remove the exposed wires;
3) Poles are getting crowded, with other cables ... speakers, cameras, convenience receptacles, etc.; and,
4) having the wires in the poles greatly complicates future replacement pulls of wire.
This still leaves room for some future re-paving job to cover up the boxes, but you can't idiot proof everything (they keep coming out with better idiots
)