Welcome to our season premiere. Seven years into a serious relationship, Jake Maynard got a text from his mother: “Gramma Gert: 3, Jake: 0.” This was her way of telling him that his grandmother, in her 80s, was getting married for the third time, while Jake remained unmarried and childless in his late 20s. His family found this strange. Stranger still, at least in Jake’s view, was his grandmother’s choice of partner. (You’ll have to listen to the episode.) Today, we explore how two generations of the same family — 50 years apart — grapple with identity, tangled kin and the loaded question of marriage.

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