I don't have any suggestions, but I wanted to pop in and say that Brew is ADORABLE! I love his undocked tail too...super cute just the way his maker intended him to be.
I'm sure someone here will have the answer(s) you are seeking.
...in all honesty, if my dog(s) were doing anything other than the ordinary I would take them to the vet to err on the side of caution.

Yesterday he picked on me endlessly about how often we're in there. He was like well...last week it was her stomach, then you brought her in because you thought something was wrong with her side, then you brought her in for her eyes...and every time she's been totally fine. Let's just schedule an appointment now, for next Friday..in case something is wrong with her tail.