For the big conduits at least, I was thinking in terms of a box at the top on the inside face of the wall. I’ve seen the 90 elbow/boxes used for that. The kind that has the removable back to help feed cables.
This would help keep bend radius down for coax, and give us the bottom of the box onto which connectors could be mounted for the roof side interface to the coax. If we make it a good sized box, we could also put out power supplies in it for whatever we mount on the roof. Or maybe we need a seperate box for that specific equipment, since that’s where low voltage and high voltage meet. Not sure how that part of the code works.
If we can get access at the new location to a suitable spot for a ground rod or 4, those hooked to a copper plate in the bottom box with polyphasors might be a great idea.
I have an electric jackhammer and the ground rod driving tool, so a non-concrete spot ( or 4 ) would be wasy to work.