They Might Be Giants are their own legacy. With 30 years of music in a catalog that includes almost 900 recorded songs, even planning a setlist must be a challenge.

John Flansburgh was kind enough to take time out from their fifty-city U.S. tour to answer some questions in advance of their upcoming show at the Madison Theater. He shared insights on revisiting Flood in its entirety, the mysteries of why parts of the new album rock, the potential pitfalls of writing “kids” songs and how caffeine and fans factor into their longevity.