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.
This is a 2-person, 3 season light weight tent that is relatively roomy. We started using compression sacks for tents when they first appeared on the market for mountaineering and winter camping where bulk is important. However, until sil-nylon came out the compression bags were only water resistant. It is a pretty common practice. Yes, the tent and rainfly are just stuffed into the compression bag. I never fold my tents, even when storing them at home in a larger sack. There is some controversy about stuffing tents; but the consensus seems to be that stuffing a tent does not do any significant damage. The stakes and poles are under the bungee cords that secure my rack pack or stored inside the rack pack.
Your setup looks like a nice compact unit.
