Sounds like an interesting and amazing adventure should you pull it off.
A sled sounds great for areas it can be used but a few thoughts come to mind such as when your climbing straight up it seems very dangerous to attempt to pull the massive weight of a sled up a steep slope. Assuming your considering South bound a few places that come to mind are Bear Ridge, Golden Staircase, Mather Pass & Glen Pass. Then down hill seems very dangerous also, many areas sound like it would be a blast riding down hill and burning up miles in minutes but what about very steep slopes? I can't imagine having to dangle a sled below me as I try to descend unless you use ropes and anchor points. Some slopes to consider would be the slope into Tully Hole, Mather Pass, Glen Pass, Forester Pass and of course up and down for Whitney slopes.
Considering all the snow travel you may want to play it more safe and use a synthetic sleeping bag to have the safety of some warmth if it gets wet since drying will not be an easy task.
I think you will need to take a very careful look at when you plan to leave with water crossings, many of the streams you come across you may find them completely impassible. I was amazed time and time again this summer as I looked at drift wood piles on creeks that showed the water levels 15 feet higher and wall to wall through canyons. Add the idea of having a sled to get across and you might be in trouble.
I like the way you think though, dream big & play big.
