Know When to Fold Them

Know When to Fold Them is an achievement/trophy and challenge in Fallout: New Vegas which is awarded for winning 3 hands of Caravan.

Behind the scenes
"You gotta know when to hold 'em, know when to fold 'em, know when to walk away, know when to run."
 * This achievement, as well as the "Know when to Hold Them" challenge, is a reference to the Kenny Rogers song, "The Gambler". The quote from the song is: