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.
Your local hardware store may rent you an SDS drill for the day if you don’t need one day to day
Your library may have a borrowable SDS drill.
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For a similar project, I got this doofy hole saw set from Harbor Freight:
https://www.harborfreight.com/1-14-in-3-14-in-carbide-grit-hole-saw-assorted-set-9-piece-57708.html
I was able to knock a hole large enough to shove a piece of 1-1/2" PVC conduit through a foundation wall without much trouble, using a regular (non-hammer) drill. It took about five minutes, no sweat. Although obviously I had to come at it from both sides. I later did the same to put a length of flexible conduit through to power my mini-split outdoor unit.
If I were you I’d use the smallest saw in that and then use one of these conduit junction dinguses on the outside to house the plugs and ensure they remain dry – and enable you to access them if you ever need to fuck with it later.
Another option is to mount a junction box (like this) outside. Just run the ethernet cable through the wall, instead of the camera’s pigtail. This is a more future-proof method as you can change cameras without disrurbing the sealed wall penetration.