Excellent advice for the extra tests. I ran the 3rd one, to turn on DND when I get any text message. And even with the screen off, this works perfectly fine. Funny thing is that on my test messages, it worked before the message even made noise. But also during my testing, I had another text come from elsewhere and that one made a sound, then activated DND. Either way, I'm ok with this behavior and it is working. This also means that the app is not being killed, as I suspected. Note that this is after setting Device Admin as well, so maybe that fixed it (I'll find out tonight, haha).
So, the question is, what I am doing wrong with my desired task? It has:
Time (from 8pm to 6am)
Power: Any (ie, when it's plugged in at my nightstand)
Not WordTrek (when I'm not running a particular app, that I need audio for)
--> DND On (this is the action to turn on the DND)
This is the setup that won't work when I plug in at night. (I have a reverse process for the morning, but I figure if we fix this, then that one will work too). I thought maybe I forgot to give app-access, but I checked and that is turned on, so that piece should work. Not sure whether "power: any" needs any special settings?
Note, again, this same setup worked on my previous phone without issue, I simply re-created it on this phone... (I didn't load a backup, and created it fresh).