Anything Else (2003) on Netflix

In medias res: narrator Jerry Falk, a fledgling comedy writer with an inept agent, is about to celebrate an anniversary with his girlfriend Amanda. There's trouble in paradise: she's late (and has already eaten), she's been uninterested in sex for months, and her quixotic mother is moving in with them. Jerry looks back to meeting Amanda and dumping Brooke. A constant is his friendship with another wannabe comedy writer, a 60 year old teacher named David, prone to long walks and advice filled talks. As Amanda and Jerry's relationship founders and her mom's noisy presence makes writing difficult for him, he and David plan something different. Wouldn't anything else be better?