Reflection Problem
 

Would a polarizing filter help with this reflection of the person pushing the dolly? YouTube - MVI_8271.MOV

This was a practice run for a real estate shoot in a couple weeks. Need to work out some kinks.

polarizer do exactly that, removing reflections. This is not always good, since you got some dull aspect of things that usually shines. The problem with moving cameras and polarizers is that the angle will vary and the effect of polarizer can change between the start and the end of the shot.

A polarizer should help. You should also try dressing the camera operator in black - this will definitely help.