But I never could get a straight answer from anyone at Dish as to whether the cables from each room needed to be run to the outside OR to the central location. It seems I'm getting the same two answers here as well.
That's because both answers are valid, its just one is better then the other. Ill attach a diagram below of the wiring you would need so you can get an idea of what it will look like. (VIP receivers and Wally's wired the same here).
As you can see, it all depends on where you decide to place the switch, in this case the DPP44. If you want it outside and out of sight, then each room needs a coax run to the outside. If you place the switch somewhere indoor in a centralized location alongside the rest of the wiring you are running (the "preferred" method) then you do the coax runs to that centralized location. From the switch a minimum of 3 runs to the outside satellite dish (4 would be better for backup/future expansion with OTA). That fourth green cable coming off of the dish is for ground, I would probably connect it somewhere outside instead of brining it in as the diagram shows.
You can't do a single wire run from the distribution point to the satellite dish unless you go for a Hopper DVR, which you have expressed not wanting to do.So, is it required/better to have each of the RG6 runs out to the Dish location or is it sufficient to have a single RG6 (or maybe 2-as a backup) run from the Dish back inside to a common point where the splitter/distribution point would be? (understanding that a second RG6 might be used for OTA)