Agree that you shouldn't have to use this much force. Our ROO had the DEtatched tents and yours had the attached, I believe. That may make a slight difference, but not that much. We used sheets/blanket/quilt set up and unless we were on a longer trip, we removed all the bedding to wash and have ready for the next trip. If we were opening up nightly, we left the sheets and blanket on, but removed the quilt...assuming cooler weather. A part of your problem could be that you are not getting every little snippet of the tent completely inside before trying to close it. If there is anything not inside, it adds to the bulk and also gives water a great spot to seep in, so check that.
Forum members....anyone in the area that could lend a hand in showing the OP exactly what needs to be done and make sure that there are no problems??