Podcast Episodes

He Helped Put Snowboarding on the Olympic Stage, Directed Shows for the Cartoon Network, and Turned Caravan Outpost into a Celebrity Magnet

Episode 321

Brad Steward didn’t just ride snowboarding’s first wave—he helped make it. As a teenage builder-rider-organizer, he pushed the sport from outlaw to organized, working alongside Jake Burton and Tom S…

Published on 13 hours ago

How a Harvard MBA Became an Ai-First Hotelier

Episode 320

He grew up in the Cook Islands, left for business school, and planned on a career far from home—until a family visit collided with a national crisis. The government was broke, tourism was collapsing,…

Published on 1 week, 4 days ago

How He Became Hospitality’s Most Interesting Voice on Social Media: The Making of @MrScottEddy

Episode 319

Some people chase clout. Scott Eddy collects humans—and turns conversations into careers. He’s the guy who can turn a DM into a deal, a walkthrough video into a booking, and a dinner into a decade-lo…

Published on 2 weeks, 4 days ago

What Ian Schrager, Andre Balazs & Philippe Starck Taught Her About Hotels That Feel Different (with Erin Hosler)

Episode 318

Picture this: a candlelit living room in New York, a guest list cast like a film, and a host who knows exactly who should meet whom—and why. That’s Erin Hosler. Before she checks a rate code or a P&L…

Published on 3 weeks ago

The Wild Story Behind Joshua Tree’s First New Hotel in a Decade: Meet Ben Uyeda of the RESET Hotel

Episode 317

Some people chase opportunities. Ben Uyeda manufactures them from thin air. He’s the kind of mind who can turn a single YouTube video into a global audience, a shipping container into a home, and an …

Published on 4 weeks ago

They Said a 5-Star Hotel Would Never Work in Nairobi. So He Founded Tribe and Proved Them Wrong

Episode 316

What would possess two brothers — with no hospitality background — to open a luxury hotel in a city where no new hotel had been built in three decades?
In a word: vision.

In this episode, I sit down …

Published on 1 month ago

Viral Doesn’t Pay the Bills: How to Turn Social Traffic into Real Bookings

Episode 315

In today’s episode of Behind the Stays, we’re diving into one of the biggest mysteries plaguing modern hospitality entrepreneurs — how do you take all that beautiful, buzzworthy content that’s rackin…

Published on 1 month, 2 weeks ago

The State of Glamping in 2025: Trends, Premiums, and Predictions with the Godmother of the Industry

Episode 314

When you need real talk and real data on the glamping industry, there’s one person you call — and her name is Shari Heilala. In this episode, I sit down with the “godmother of glamping” for a deep di…

Published on 1 month, 2 weeks ago

Building a Timeless Boutique Hotel by Hand (and Heart): The Story of The Outlier with Brandon Gore

Episode 313

Today I’m thrilled to be joined by Brandon Gore—someone whose life journey seems like it’s packed enough experiences for several lifetimes. Brandon’s story is anything but ordinary: from leaving high…

Published on 1 month, 3 weeks ago

The Journey Begins: Journey is Officially Live! Here’s How We’re Reimagining Loyalty (with Founder John Sutton)

Episode 312

Today is a special episode because Journey is officially live! I’m thrilled to sit down with John Sutton, the visionary founder of Journey, to talk about how this groundbreaking loyalty platform for …

Published on 1 month, 4 weeks ago