Yes and yes lol. Helps keep me more active.

If your watch dies in a couple hours it is time for a new one or a new battery.

Of course they do or they wouldn’t be a business. Me, I’m buying Spigen lol.

If side loading creates security issues, I don’t want it.

I think there is/was a way you could train Siri on your own voice on the phone, not sure if this would transfer to the watch but I imagine it would because the watch doesn’t do any processing.

Oh really? Badass cause I have an anker docking station I bought for my MacBook Air that I just learned I can use for my iPhone :).