I worked at the Wall St location when it first opened, which was also the first in New Haven, and I believe the first outside Providence.

From what I gathered at the time, Drew and his dad were both Yalies, and as another poster mentioned Drew basically was like "Why not make a democrat, progressive branded coffee shop, I bet that would work well at college towns". His dad pulls some strings and makes it happen. It's not even a bad idea, and if his dad is filthy rich and wants to take his son's idea and "teach him the ropes" who can blame him?

It looks like Drew moved away from the company in 2011, got his JD at Yale and is now the senior attorney for the Federal Reserve Board. I bet the woman in question is his Mom.