Hmmm, I have a totally different approach. Here's what I've found to be the most efficient, space, time, energy ... frustration wise using a SealLine pack. It probably wouldn't work very well at all with certain other packs or for people who rummage around inside the pack numerous times on travel days. That pack only gets stuff used at camp for me.

If it's not raining when I pack up, I don't even use the stuff sack. If it is or if there's unusually heavy dew, I use a larger sack than the one that came with my bag. If the tent is very wet, the extra layer simply offers another level of contact with dampness insurance. That's my theory anyway.

Things that will compress, especially a sleeping bag, gets compressed plenty when I sit on the pack prior to closing. Anything air tight inside the pack can't be compressed at all so the zip-locs I use for clothing organization are paper-punched numerous times to let the air out faster.