On Assignment

On Assignment: Room to Share

On Assignment: Room to Share 11:54

Airbnb co-founder and CEO Brian Chesky speaks to Lester Holt about what he likes to call “the worst idea that ever worked”: the birth and growth of the revolutionary home-sharing website. A billionaire three times over at just 34 years-old, Chesky also addresses criticism that Airbnb faces in cities across the world.

You can watch the full June 5 "On Assignment" online here.

Exclusive Web Video from 'Room to Share'

Room to Share: Lester Holt Reporting 1:06
Room to Share: The First Airbnb Guest 1:16
Room to Share: The First Airbnb 0:39

Behind the Scenes Photos from 'Room to Share'

The 'On Assignment' crew films a "walk and talk" interview on the streets of Havana, Cuba with Airbnb co-founder Brian Chesky. NBC News
Brian Chesky shows Lester Holt around the San Francisco Airbnb offices. NBC News
Lester Holt met with Airbnb co-founder Brian Chesky in Havana, where the short-term rental service is quickly growing. NBC News