What happens when two baseball dads decide to take a risk and open a whiskey bar?
In this episode of The Best Bet, Claudia Coffey sits down with Tommy Craggs and Josh Howes, the founders of Watch Hill Proper — now known as the largest American whiskey bar in the world, with more than 2,000 bottles of American whiskey behind the bar.
What started as a conversation while watching their kids play baseball turned into one of the most talked-about whiskey destinations in Kentucky — and a James Beard Foundation semifinalist for Best Bar in America.
They share the story behind the risk, what it takes to build something truly different in bourbon country, and what might be coming next.
🎧 Listen now on YouTube, Apple, Spotify, and the iHeart Podcast Network
📺 Also airing on WBNA Channel 21 and 790 AM
Sponsored by
Town and Country Ford – Learn more at fordlouisville.net
Presented by
Kentucky Bourbon Festival — returning September 2026. Big news coming soon.
Tickets and details: kybourbonfestival.com