The problem is there are more different combinations I might want as a shortcut then I have time to program/remember. I can remember something like a dozen commonly used shortcuts. However when 5 years from now I arrive home at 2am (for the first time in several decades, but it will probably happen at some point again in my life) will I remember the correct shortcut - and assuming I do, is it up to date with whatever changes have been made to my house?

What about the shortcut for when I need to leave at 3am for some reason. then a different shortcut for when it isn't just me, but my whole family leaving at 3am. An still another for my son having to leave that early.

Jeeves can figure it out when I arrive at 2am so I don't need to program it.

You've reminded me of some aspects of these platforms that I like in a more general sense – like for example the way the Apple Watch will automatically ring the alarm on my phone if I forget to put my watch on, or if I get up before my alarm goes off the watch will notice and ask if I want to skip the alarm for the day. This stuff genuinely feels almost like magic sometimes – the risk is that when anything like this goes wrong it's awful.

Yeah these are graceful - and the watch will start out very light buzzing and then get louder.