Thank you for the replies yesterday about my drill. I think I’m going to get a cheap corded SDS drill and some big bits. This is what I need to feed through the wall and there is no way to detach the cable from the camera and feed it the other way. I know it needs to be weather shielded, but this is a mad amount of connectors!
There’s a very easy way to detach the cable, it’s called scissors. If it needs to be weather shielded on either side, some heatshrink flextube will get the job done.
That’s one way for sure. Downside is it more likely to result in mistakes and it’s a tedious PITA (source: done it dozens of times). Doing at the camera end on the PCB introduces the possibility of breaking something taking it apart or putting it back together. Plus, that’s a lot of wires to be messing with if one isn’t experienced. But it is a cleaner way of doing it than cutting the cables in half.
I think a rented hammer drill is the right answer. Simple. No chance of screwing the electronics. Can easily fill the hole again, if needed.