Sorry I forgot to mention that they were in the same group the whole time.
Amazon Chat noticed the Dot needed a "Volume Software" Update and it was stuck at pending.
They had me unplug for 1hr and retry but no luck.
Then they said try unplugging again but right before that my Dot got stuck when my one Access Point rebooted itself.
I noticed it was on a different AP than the one my Smart Stuff is on, so I moved the Dot to the AP my Flex, Plug, and Bulbs are on.
Instantly the issue was fixed and Chat said the update is no longer pending.