As they continue through Rain Dogs, Martin and Sam are joined by Eric Molinsky of the Imaginary Worlds Podcast. Discussion focuses not only on the songwriting of Waits, but also the talk-show stylings of David Letterman, the idea of stepping into character for both songs as well as promotional appearances, and the Harvard witticisms of another singing Tom.

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Music extracts used for illustrative/review purposes include:
Tango Till They're Sore, Rain Dogs, Tom Waits (1985)

The Masochism Tango, An Evening Wasted With Tom Lehrer, Tom Lehrer (1959)

Tom Waits on Late Night With David Letterman 2/6/86, via YouTube (1986)

A playlist of Rain Dogs promo videos, via YouTube

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