Is he an agent of my old boss” daughter? A friend with benefits which was a completely terrible relationship in which we hated each other with a passion, constantly s*** on each other’s heads and ended f****** terribly and 20 years ago?

Because that is entirely possible. He was working a different/same schlub job at place where the owner knew my boss well, same sort of industry. He and her probably spoke on the phone giving and taking orders at the time. Maybe they went to school together. THEY are probably the same age.

Regardless. The guy is a loser and I am very well aware even subconsciously what I should and should not say to this guy which is literally nothing. Not a single thing and if I do, it’s a lie. Nothing real or of any value.

It’s shocking. I haven’t even seen his wife in over a decade. Hell I have not even been to my best friend’s place in over a decade. I talked to hima few weeks ago, he told me to drop by and give notice they’ll have dinner ready. The problem is not my best friend, so what’s this guys obsession? He’s not a f*****, it’s something else. He has beef of some kind and I can’t for the life of me figure out what it is, but something is up. If he asks me one more time if I have kids though, I might tear into him.