How One Risk-Taker Turned a Quarter-Life Crisis into a New Kind of Resort: The Story of TIBA

On today’s episode of Behind the Stays, you’re going to meet a guy who has made a habit of burning the ships… twice.

Josh went from helping people write on their walls with his first company, Writeyboard – the e-commerce brand that turned boring offices into floor-to-ceiling whiteboards – to designing the kinds of spaces people dream about escaping to.In his early 30s, sitting on a house in LA and feeling a quarter-life crisis creeping in, he looked at his girlfriend and said, “This year, we’re moving to Bali.” He sold the house, unwound a decade-long business, and flew halfway across the world to start over in real estate in a place where the rules, language, and rhythm of life were completely different.

That leap set off a chain of projects and partnerships that eventually led to Tiba – a Bali-inspired hospitality brand – and now to his boldest undertaking yet: a highly designed, nature-immersed resort in the hills of Tennessee that blends luxury, landscape, and a whole lot of soul.In this conversation, we get into how Josh thinks about risk, why he keeps selling everything to chase the next build, and what it actually looks like to try and create the next generation of stays from scratch.

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Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world’s top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more.

Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we’d love for you to apply to join our Alliance at journey.com/alliance.