Maybe you could make an applet in IFTTT for this. Just a simple notification when you leave a location (home) to check for your smartwatch. You could probably build an applet if you leave a location but your smartwatch doesn't, though it looks like they have a pro/paid version you'd have to subscribe to.
this post was submitted on 28 Jun 2023
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I wish there was a simpler and more native way to do this. Because I found a way to get a notification on my watch if I forgot my phone, but not the other way around, and now I'm trying to figure that out.
Actually, it looks like Apple has this option built in.
Yes, I’m using this for MacBook, my AirTags all the time but somehow I don’t get the option to activate it for my Apple Watch.