Our first ever international episode takes us to the heart of New York City for a conversation you’ll never forget.
In this special Ask Bigger edition, Simon Hood sits down with one of the most recognisable street performers on the planet - The Naked Cowboy. From how he first picked up the guitar in his underwear to why he’s spent decades performing in Times Square, this chat goes beyond the cowboy hat and boots.
They talk about fame, freedom, politics, and the strange magic of becoming a global icon, including his outspoken views on Trump, Obama, Oasis, and the New York mayoral race.
It’s funny, fiery, and completely unfiltered, exactly what Ask Bigger is all about.