So I've been listening to Hadestown 2010. One of my favorites is Hey, Little Songbird. It's just such a pushy, patient, practical, sinister vibe, and pushes the narrative forward at the same time.

Lyrically:
The extended bird metaphor is really fun. Especially with all these phrases that are flipped from their typical positive connotation.
"fly south for the winter" [south = the underworld]
"I could use a canary" [He wants a songbird for music, but this line comes right after a reference to "down in the mine"]

Structurally:
Whenever Hades comes back in after Eurydice's part, he overlaps on her last word, which adds to the pushy feel to the song. (Eurydice doesn't start singing till he's fully finished.) Also, Hades' part has this lovely AABBC structure. The extra C line on each stanza makes it feel like he's taking his time.