Kevin, thanks. I decided to do that. The guy at REI today was adamant that I should have an even more robust boot. My Columbias are low hiking boots (at ankle, not much ankle support) and not waterproof, but dry very quickly. I decided against it, unless people here think it's worth shelling out $160 for a good waterproof mid hiking boot.

As far as getting the permit for Thursday night, we're not leaving Yosemite until Thursday morning (staying at either Porcupine Flat or Crane Flat, probably the former because of the higher elevation), so getting there to get a same day overnight permit in time is probably not possible. Unless I'm missing something. If we pack up and leave Yosemite by 10-ish, we'll get to Lone Pine around 2 so it'll be well past the 10 am same day overnight permit pick up. Unless you can still obtain one later?

If we add a couple extra days away from the car/portal, my pack (Osprey Talon 44) may not be sufficient with all the gear, bear canisters, and 3 days worth of food. My dad is just carrying a light daypack (water and a bit of food).

Thanks so much for all the input everyone. I've been reading these forums and Doug's book religiously trying to make sure I'm prepared. Hoping for the best on the weather, but don't plan on taking any chances.