Oh, you will when (not if) your hub's database becomes corrupted by an unexpected (and abrupt) power fail shutdown. If you get the Ring Extender v2 (as you indicate you will), put in rules that cleanly shut the hub down when the Ring Extender sends a power fail event. If you want, I posted my voting rules for shutdown with Ring a couple of months ago. Here is that post:
I made a comment in that post that perhaps I should always shut down if the Ring Extender on the same circuit as the Hubitat hub indicates power fail, but, on reflection, I have left it the way it is because that Ring Extender might accidentally get knocked out of the receptacle, and I wouldn't want the Hub to shut down if it wasn't a true power fail. Leaving it as a vote between all the Ring Extenders seems the better way to do it.