Trim Solid only cuts one half of my room?

Warning, I have no idea what im doing… for the most part, so this might be an obvious issue.

I am trying to cut out holes in my room structure, and after days of messing around i figured out how to get Solid Trim to work properly (had to make the surfaces i was using to cut the holes into 3D boxes apparently… i don’t understand why…)

But now, it only cuts 1 half of my room. I tried 'Joining" the surfaces from the roof, in case they were somehow two separate surfaces. Even so, i dont see why this happened, as i have the boxes for the trim all over the roof, on both sides.
I attached an image of the result, as well as one with the boxes shown. (60.7 KB)

Internalise your initial curves, please.

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