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Perhaps the assistants could have more initiative then.

Ex: "Hi (...), since you always turn off the heater when you leave, would you like me to schedule to always do it for you?"

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But there's a big problem in finding the right moment. At many times I'd probably be annoyed.

This. I had to disable google's "assistant" notifications because it kept pestering me about things I had no interest in. They always seem to have an "I see you're trying to write a letter. Do want some help?" clippyesque feel to them. When I activate a system is probably the only time it's ok to add a guiding interaction (like do you want me to make this default?). I really wish I could tell the voice activated things, "Ok, from now on when I say to play 'rockin beats' I'm talking about my Pandora channel, don't make me say 'play rockin beats on pandora' every time." I do almost the same things every day with Alexa, but it still messes up simple context. For instance: I will never ask for alexa for news while THE ALARM IS GOING OFF. If it "hears" news while the alarm is going off then it heard wrong. I said SNOOZE.

That’s exactly the direction Apple is taking with their Siri Shortcuts, it can tell when you’re performing actions and then later suggest them in similar circumstances.

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