(We're Back!) Pat Kiernan, Leaving NYC, Sleepless Nights

Ask Roulette is the conversation series in which strangers ask each other questions live on stage. You come with a question you want to ask a stranger, then get randomly paired. The catch is you can't ask a question until you've answered a question first. This is an excerpt from our regular live shows. For more information about how to attend a live show, subscribe to the newsletter at AskRoulette.net. Ask Roulette is hosted by Jody Avirgan (FiveThirtyEight) with house band Eli Bolin (Story Pirates; Sesame Street)