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I don't think they do Saturday deliveries (based on last few weeks), but Friday is still very possible.
My 6/6 ordered went through this process this time yesterday. It is set for Thursday delivery and is on a plane bound for Alaska right now. I would guess orders moving to shipment today are still good for Friday.
 
6/10 here, (im)patiently waiting.... How many times can I refresh before my laptop blows up??
 
My story:
42mm SG BSB
Ordered Jun 7 early evening
Processing Email Delivers Jul 6 - 9 Ships 2-3 weeks
Updated to Delivers Jun 23 - 30 Ships 1-2 weeks
CC charged last night just after midnight
This morning PFS Delivers Jun 22 - 29
Shipped Email about an hour ago Delivers Jun 18
No tracking showing up yet
 
Chatted with Apple who told me this:
Starting tomorrow some models will be available for purchase with an appointment! The details to set up the appointments will be online tomorrow!The models currently having the highest demand, will not be in stores, such as the 42 MM Black Sport Watch, and the 42 MM Black Stainless Apple Watch. Those will be priority shipping, to make sure customers that ordered online will be able to get theirs first, prior to being in stores.
 
Chatted with Apple who told me this:
Starting tomorrow some models will be available for purchase with an appointment! The details to set up the appointments will be online tomorrow!The models currently having the highest demand, will not be in stores, such as the 42 MM Black Sport Watch, and the 42 MM Black Stainless Apple Watch. Those will be priority shipping, to make sure customers that ordered online will be able to get theirs first, prior to being in stores.
That's good to know. I was about to be upset about waiting 2 weeks and some other person be able to waltz into a store and get the same thing. Especially since I don't have an Apple store in my city. Here's hoping for shipment overnight!
 
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