Shock:
OK, I'll critique your way 'Jersey' style...

As to going 'thru the roof' 2-1/2" RGC is PSE&G required for a mast install. They also require 'permission' for condulets (LL)
on line side of meter, & with non-removable fastners on the cover.

Dependent on what's above the raw plywood soffit....you may be inside the structure?? Can't say for sure due to the picture angles.

SE Cable, may be way to go as you said.

John

PS: As Larry said, I also have seen worse!


John