Back in my day, you didn't "roll" sleeping bags (except for the inside-house sleepover ones), you "stuffed" them. Randomly crammed them into a stuff sack so as not to force internal insulation to shift like rolling can do.

And now-a-days you stuff them into compression stuffsacks. After it's in there, you crank down on the side straps to make the bundle much smaller. You have to remember to pull your bag out, shake it up, and let it loft for a while before you crawl in to sleep. A good pad underneath will make things warmer too. As will clean dry socks and a knit cap worn to bed. I have seen many scouts needlessly chilled at night because they didn't do the simple things like changing to dry socks and putting a hat on.