The tree wells out here in the PNW are no joke. I was super fortunate that Snowolf stopped and could hear me, and that I went in feet first. The thing is, there was NO way to know that the snow was going to give out and drop into a well. The trees we were in were tight, but the snow seemed good. Then all of sudden, it just dropped out from under me and I was shoulder deep in a well. After trying to dig myself out, I ended up literaly being in over my head. Thankfully Snowolf was there to help me dig out. I would have spent a very long and cold night out there otherwise, as it was closing time and I was STUCK.
Snowolf hit it on the money with the leapfrogging. While it's fun to blast through with your buddies, if deep snow and tree wells are a major concern (which they should be right now in the PNW), then one at a time while keeping an eye on your buddy is the best way to ride. And Chris, if you can't find the Star Wars trees on your own, then you better just ride White Pass some more until you do.