I have no idea how houses are constructed in California so take what you want from this. I am certainly no expert.
When i got my first camera i cut an insainely long piece of
cat5e and poked it through an extractor fan vent to the outside (isolating the fan first), crimped it and then placed my camera screwed to a 2x4 clammped to a ladder around various locations to test. If your windows have the ability to "lock open" there is usually enough space to stop the cable being pinched too much also.
My walls are concrete block cavity walls with insulated plasterboard on the inside and further insulation on the outside. (see diagram)
I'm in the process of adding more cameras to an area where i will have to go through the wall with multiple cables. My "plan" is to drill a hole large enough at a slightly downward angle (inside to out) which will accomadate a bit of pipe/conduit. This will feed from inside the house, bridging the cavity through to the outside.
On the outside wall, i will get an IP rated junction box with rear entry to accept the pipe from the house. Something like this wiska box perhaps.
I can then branch the cables out of that using the appropriate IP rated cable glands.
I've seen cable grommets that can accomodate multiple cables. If i can find one that will fit the pipe then i will use that to stop any access into the pipe around the cables.
Thats my plan anyway. I'm sure someone who actually does this for a living will come along and scold me for thinking of such shinannagins but i thought i'd put it out there even if it only serves as an example of what not to do for others