There is a fellow named Sam, who I see selling a single wall, floor-less, tent at Trail Days, which he calls the Appy Trails.
He stuffs/compresses his tents using a somewhat similar method as you have described. The difference is that he compresses the tent inside the stuff sack, then while the tent is compressed , just twist the bag a few times, then fold or push the open end of the stuff sack over the part of the sack with the compressed tent. Then tighten the sack draw string.
Its not a great picture, but if you look at the bottom picture on the left side at the link below, you can see, if you look closely that the top of the bag is pulled over the the compressed tent. It may be easier to do than the method you describe. I suppose you would have to try both methods to see if you can gain more compression one way or the other.
http://www.appytrails.com/
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