I think this is my favourite stand-up special.
From the first line, you are invested. By the end, you have been through so much. It isn't constantly hilarious, but the consistent tone is what makes it so good. The jokes alleviate the tension when it gets too much, and the drama helps to emphasise the jokes.
Mike Birbiglia is so good at telling stories and, although he has bettered himself with age, this captures his freeform style with the over-written, over-practiced material perfectly. One of the best love stories on film.