Brew day is finished! Definitely the most successful one I've had so far, with only a few minor snags.
Mashed with a hair over 8 gallons of water. The biggest issue I had was maintaining mash temperatures. Even keeping two blankets wrapped around it wasn't enough to stop my temperature from dropping. I ended up mashing for 55 minutes, turning the burner on low (praying I wouldn't scorch the bag) and mashing for another 15. Not sure how else I can better insulate - some sort of wind screen maybe - but that was the only real snag I hit, besides having to constantly relight my burner.
Came up with ~7.2 gallons pre-boil, as expected. Took a gravity reading for once - projected was 1.044, I came in a hair short at 1.042. I'm attributing this to struggling to keep my mash above 147, so not too worried.
I had to boil for 80 minutes, and even then I still ended up with about 6 gallons of liquid. I didn't want to over-bitter it by boiling my hops more than that, so I just left it there. OG stands at 1.050 right now - according to beersmith, 66.9% efficiency. It's still not perfect, but I'm miles happier with it than I was before - I hit within a reasonable range of my projected gravity, and if it comes out bad I'll be able to eliminate one option!