I recently published a commentary on the book of Ben Sira in the Jewish Annotated Apocrypha. As a result of that, I was invited by Rabbi Drew Kaplan to appear on his podcast series, “Jewish Drinking.” Before this appearance, I had never much thought about how Ben Sira’s approach to wine fit into a wider conversation about how different Jewish texts portray drinking. I thank Rabbi Kaplan for the opportunity to explore this topic with him.