Follow-up for this thread. After several more trips I finally settled on the best way for me. It's so simple I feel like a fool but what else is new. I store the ridgeline connected to the tarp, with the tarp stored in the snakeskin. When it comes time to set up I lay the snake skin out.

Then I just detach the ridgeline from the tarp. I set up the ridgeline and then re-attach the tarp. Then when it is time to take down, once the tarp is back in the snakeskin, I detach it from the ridgeline, take the ridgeline down and reattach the tarp before packing away. I was making this a lot harder than it had to be.