For the past two years, OBB has produced 818 Tequila’s “Shake Up the Classics” campaign for National Tequila Day (July 24th), highlighting tequila’s versatility and encouraging drinkers to think beyond margaritas when it comes to tequila cocktails.

This year, we’ve taken that idea a step further by reimagining classic whiskey cocktails through the lens of tequila with the help of Kendall Jenner and a new friend: Chris Stapleton. Together, Kendall and Chris swap Traveller Whiskey cocktails for 818 Tequila to see how each spirit stacks up. They also try a new cocktail that combines both 818 Tequila and Traveller Whiskey, the ultra-refreshing “Calabasas Cowboy.”