Most courier companies hit their target location and accept a signature from anyone.
I had mine delivered to the office and my friend, the security guard on the front desk, signed for mine.. chill out, even if they don't want to drop it off they will allow a depot pickup or redelivery - you won't by mysteriously blacklisted as not worthy to ever get delivery
You'll be lucky if UPS asks for a signature, the last iPhone that I had shipped to me they just dropped on the doorstep. Fortunately it is out of sight so the package was still there when I got home from work.
I was under the impression you could not do that for the watch and there was no way to bypass the signature requirement? At least I'm not seeing that form you can fill out on the orders page when I looked.
Once your watch ships you can print out the form. It includes the tracking number. It's really just a blank form that you can get from UPS that has the tracking number on it. It's up to the UPS driver as to whether they accept it when they deliver your package.
If it requires a signature they'll let pretty much anybody sign for it...literally. The person who signs for it is then liable should anything happen and you call in and then they have that signature to fall back on. Enjoy your watch!