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2. He exist and is a solo "con" artist.

I like this one better than the "DNC Agent" hypotheses because — not to run down Doug Thompson or anything, but... — who the Hell would invest 20 years building a false identity like this and then spend it on a one-liner in Capitol Hill Blue? It's not worth the candle.

I would sooner believe that Doug Thompson made the guy up. The problem I have with that one is that I don't think these kinds of insider-wannabes are that rare. You mentioned psychosis; I knew a schizophrenic who could and would do this. He would be very convincing at it because he'd believe it himself. This guy had more business cards than Clinton had girlfriends. He owned a catering company, he was an insurance agent, he was an investment banker... I don't even remember them all. It was all BS... the guy was a homeless derelict. But if you didn't know that... he could keep you going for a while.

If 2. is it . He would not have had just one place to spew his information. Others need to be involved.

We also had a source. Young man who got his information from the local coffee shops (just listening in) He was usually quite accurate, before he started embellishing the story. He was smooth enough, could easily have pulled this kind of con. A very likable person. Quite charismatic!

Twenty years is not very long for an on again/off again professional relationship. If it were daily I'd be more apt to question it!