So my wife just asked me what my oldest friend's first name is, and I confirmed that for her, because most people don't know his first name, and she explained that she got a call on her own cell phone yesterday asking for him.
It triggered an epiphany for me, all the pieces of his puzzle over the last 25 years came sliding together, down to two months ago when I had to tell him I didn't want him around anymore because he has really become unhinged:
My oldest friend of 45 years -is probably "Team Bad Guy."
Really odd that someone would be calling my wife's phone looking for him under his legal name.
The pieces all tell me it is related. Dumb motherfucker.