Our expert says:
I think in a case like you describe, it is our duty to make it YOUR mission in life to enjoy frustrating the hell out of him by NOT getting irritated by whatever he does to cause the irritation. Nothing annoys and annoyer so much as when the audience won't get annoyed. Also, as a tactic, you can try agreeing with whatever he says, but in a flat "not really listening" manner, and if he ever takes you up on something saying "But you agreed with me", just say, brightly "SO sorry, I really wasnt listening ! You know the problems I have myself, so I just cant afford to allow myself to listen when someone is saying gloomy things. "
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