Western Flyer 

I have never seen anyone put a tent in a waterproof compression sack before. I assume you just loosely stuff the tent into the sack without the poles or stakes.

I roll my tent up tightly around the poles and stakes, which are inside their own bag, and slip the works into a breathable 4x18 inch cylinder. There is really very little possibility of further compression. The bag rests neatly between my rear panniers.