Thanks, Wayne. The siding is R5 Zip, so no additional layers other than 3/4" furring strips and one area with 1/4" furring.
We are doing wood rings of furring around the receptacles (behind the siding), which are a
recessed weather resistant box. Issue comes with the step lights, which are all into the 1/4" furring.
Given the shiplap and window design, some moisture, generally vapor, is likely in the rainscreen, but true water would require a hose or pressure washer spraying it. Even that would have to hit just the right spot. My sense on the rainscreen is more about drying moisture in the wood (keep in mind shiplap install).
I was reading a trade joural article earlier (can't find again) which was indicating it is a bit of a gray area of the code, but often accepted if it does not penetrate the siding it is considered dry. It does not discuss rain screens, however I also think of siding without a proper rainscreen, and often not less likely to have moisture behind it. The gist of the article was that the code's intent is trying to protect the home from unseen water damage.
Where I mount exterior sconces, if I use a pancake, then only NM would penetrate the sheathing, not the box, so I think an inspector may permit that.
I'll try to work in a water tight box, but it will be difficult to seal to the sheathing after the fact, and I wouldn't be able to mount it as intended (back of box will be into the foam layer).