No. It asks you that because the price changes if you need an on-demand pickup... has nothing to do with the delivery end of things. If it has a Saturday option listed in the pricing, then your area has Saturday delivery.
Yup. Called back and got a rep who didn't sound like he wanted to rip my head off, explained things, and he was more than happy to give me free expedited shipping.
He did say that I probably wouldn't see it until Monday or Tuesday at the earliest. However, if this goes out today (local time) with my current assumptions (~7am EDT Friday out of Shenzhen, ~4pm EDT Friday into Anchorage), and "expedited" does indeed mean overnight Saturday delivery once it hits the US, that does indeed allow it to get from Anchorage to about anywhere in the continental US to go out Saturday morning.
This is all conjecture at this point; I'm still showing "Not yet shipped" on mine, but you folks who've made it to "Prepared for shipment" with expedited delivery may get them on Saturday.

(And there's still 9 hours in Shenzhen for them to build more laptops and get them over to the airport... Build faster!)
(And thanks to whoever suggested auto-reloading in FireFox; I installed "ReloadEvery" and have a FireFox window sitting open with the "Not yet shipped" part of the page visible sitting under my Safari window and next to the dock, reloading every 5 minutes.

)