EPISODE · Dec 3, 2025 · 49 MIN

The One-Liner King: Brian Kiley on Conan, Letterman & the Oscars

from Drinking During Business Hours with Sarah Halstead and Rich Chassler | Where comedy & fine wine meet!

Comedian and one-liner master Brian Kiley joins Sarah and Rich over yummy mocktails to share stories from his decades-long career. He's written for Conan O'Brien, performed on David Letterman and Jay Leno, and crafted jokes for the Academy Awards. With 16 Emmy nominations and one win, plus a viral Dry Bar Comedy special, Brian reveals the art of crafting punchlines that land, performing clean, razor-sharp comedy while staying fresh across a legendary career in late-night TV and stand-up.

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