ALL EPISODES
S7/E13 The Rise of Sports Travel
A jersey can do what a guidebook cannot: it gets you welcomed. That single idea opens the door to a much bigger trend, the rise of sports tourism as one of the most powerful forces in experiential travel today. With the FIFA World Cup 2026 set to take place across the United States, Canada, and Mexico, and cities like Toronto preparing to take center stage, the momentum behind sports-led travel is only accelerating.
In this episode, Dan is joined by co-host Aizaz Sheikh, Senior Marketing Leader in Adventure Travel and a lifelong soccer fan, bringing both an operator’s perspective and a genuine passion for the game to the conversation. Together, they sit down with Brandon Ehrhardt, VP of Marketing at Expedia Group, and Daniel Velásquez, Founder and COO of Homefans, to unpack what both the data and on-the-ground experience are revealing. Brandon shares the true scale of sports travel, why it’s a structural shift rather than a seasonal spike, and how travelers are increasingly extending their trips well beyond match day. We also explore the “spillover effect,” where demand expands into nearby cities as fans optimize for price, stay longer, and explore more.
The Evolution of Timeshare: Today’s Timeshare Owner
The “timeshare” stereotype is officially outdated.
Recorded live from the Bellagio at ARDA’s Spring Conference in Las Vegas, Dan sits down with the leaders redefining vacation ownership into something far more flexible, digital, and experience-led than most travelers realize. This conversation explores how the category is evolving, what’s driving growth, and what today’s owners expect from modern travel experiences.\
This is the first episode in our 3-part series exploring the evolution of timeshare.
We begin with ARDA President and CEO Jason Gamel, who breaks down ARDA’s role in shaping the industry, from advocacy and research to elevating its global story.
Company Spotlight: The Hidden Problem Costing Travel Companies Millions with Repayd
Payments are where travel brands quietly win or lose trust, often only becoming visible after something goes wrong: a declined card, a messy refund, a spike in chargebacks, or a drop in checkout conversion that’s hard to explain. In this episode, we dig into one of the most overlooked parts of the travel business, even though it directly impacts revenue, cash flow, and the ability to scale globally.
Dan sits down with Will Plummer, CEO of Repayd, to unpack why travel payments are uniquely complex. From high booking values and long lead times to cancellations, multiple suppliers, FX exposure, and unclear merchant of record structures, the challenges run deep. Will explains how merchant of record models work in practice, why localized acquiring can improve authorization rates, and how trust accounts and insurance-backed protection can help build confidence for travelers paying months in advance.
S7/E12 The Rise of Agentic AI Part 3
Agentic AI is quickly becoming the difference between a travel experience that feels generic and one that adapts to you in real time. In the final episode of our Agentic AI Series, Dan sits down with three builders deep in the work: Jeff Kischuk, CEO of Tripian, Jessie Fischer, Founder and CEO of GuestOS, and Marius Nigond, CEO of iWander. Together, they break down what “agentic” really means for travel in 2026, AI that can make decisions, not just generate content, and the infrastructure required to make it work reliably and at scale.
We get into tangible use cases you can immediately picture, from iWander creating dynamic, in-destination audio tours and recommendations, to GuestOS running hotel phone lines with AI teammates that capture conversations and turn guest needs into action. We also explore Tripian’s role as the critical data layer, structuring and connecting travel data so AI agents can deliver relevant, contextual, and dependable experiences. For anyone in tours and activities, hospitality tech, or travel startups, this conversation shows how agentic AI can reduce friction while still preserving what travelers value most, meaningful human moments.
The Rise of Rail Part 3: Travel, Tech, and Why Trains Are Back with Frank Marini
Rail is having a real moment, and not for the reasons most people think. The tracks haven’t changed, but how travelers see them has. In 2026, rail is no longer the alternative to flying or driving. It’s becoming the experience itself. To close out our Rise of Rail Series with Railbookers and Rail Month itself, Dan sits down with Railbookers CEO Frank Marini to unpack what’s really driving the rail renaissance and why more travelers are choosing the journey itself, not just the destination.
We also get practical about the misconceptions that hold first-timers back, from “can you even get there by train?” to the real anxieties around luggage, station timing, and transfers. Frank explains how Railbookers packages rail, hotels, sightseeing, and logistics into one seamless journey, whether it’s a scenic route through Switzerland, high-speed travel in Italy, a North American classic like The Canadian, or a future-forward itinerary in Japan.
Company Spotlight: Sell More Experiences: Why the Best Operators Are Getting Connected with Bókun
If you’re still managing tours through email threads, spreadsheets, or a “Contact Us to book” form, you’re not just adding admin, you’re likely leaving revenue on the table. In this Company Spotlight, Dan sits down with Sam Jefferies, Senior Growth Marketing Manager at Bókun, to break down what it really takes to sell more tours and activities in 2026: instant booking, smarter distribution, and the connectivity needed to show up wherever travelers are searching and buying.
We start with Bókun’s origin story during Iceland’s tourism boom and how it has evolved into a global booking platform used by both independent operators and major attractions. From there, we get practical. Sam explains why expanding your reseller network can unlock step-change growth, how to choose the right mix of local, niche, regional, and global partners, and how to ease into OTAs by allocating only a portion of your inventory. He also shares what the data shows when operators move from direct-only to a multi-channel strategy, and what realistic performance gains look like.
S7/E11 The Rise of Agentic AI Part 2
Filters, dropdowns, and endless tabs are starting to feel like the old internet, and travel is right at the center of that shift. In the second episode of our Agentic AI Series, Dan speaks with Ben Manzi, Co-founder and COO of Maya, Michelle Denogean, CMO of Mindtrip, and Brianna MacNeil, Director of AI Products and Personalization, TravelAI, to unpack what “agentic AI” really means for both travel companies and travelers, especially now that AI agents can do far more than chat. They can pull real-time pricing, generate quotes, draft emails, build itineraries, and increasingly help solve the hardest part of travel, making decisions.
We get concrete on where the value shows up first, eliminating repetitive, low judgment work across email and messaging, accelerating internal workflows, and helping smaller travel brands punch above their weight. We also dig into what needs to go right for trust, including grounding agents in real data, cleaning up outdated content, and selecting the right models so costs and latency stay under control. For destinations and marketers, we explore the emergence of a new “listening layer” within conversational planning, and why AI SEO and generative engine optimization now depend on answering real traveler questions, not just publishing evergreen content.
The Rise of Rail Part 2- Luxury Rail Travel: The New Golden Age with Gareth Jones and Tyler Wallinger
Rail is having a moment and not just as a way to travel, but as a way to experience the world differently. As part of Rail Month, we are diving deeper into the category in this second episode of our The Rise of Rail Series with Railbookers, this time focusing on the return of luxury rail.
Luxury rail travel is back, and it is no longer just about getting from point A to point B. Dan sits down with Railbookers leaders Gareth Jones, Director of Product Development, and Tyler Wallinger, Director of Virtual Events, to unpack what “luxury” really looks like on rails today, from elevated service and spacious suites to curated off train excursions that feel private, personal, and unforgettable. Along the way, we spotlight some of the world’s most iconic journeys, including the Venice Simplon Orient Express, Glacier Express Excellence Class, Rovos Rail in Southern Africa, and India’s Maharaja Express.
Event Spotlight: Arival 360 Valencia 2026
Recorded live from Valencia, Spain, this episode brings together insights from 14 industry leaders across technology, distribution and marketing, capturing what’s actually working in travel in 2026 at Arival 360.
Multi-day tours take center stage with Dan moderating sessions with leaders from TourRadar, G Adventures, WeRoad, Contiki, The Travel Corporation, Exoticca, kimkim, Evaneos, Evan Evans and more.
And in this recording these execs share the strategies driving growth today, from gateway products that introduce travelers to the category, to smarter tech stack decisions that enhance the customer journey.
S7/E10 The Rise of Agentic AI in 2026
AI that writes is no longer the headline. AI that acts is.
In the first episode of our Agentic AI Series, Dan sits down with Gilad Berenstein of Brook Bay Capital, Tahnee Perry, AI Expert Consultant, and Christian Watts of Magpie to break down agentic AI in plain terms. We unpack how it differs from generative AI, and why this next phase is less about single tools and more about systems of agents that can take real action across your workflows, data, and operations.
We also get candid about what this shift means for the travel industry right now. Gilad explains how agentic AI is reshaping startup economics, where technical moats are shrinking and advantages are shifting toward trust, distribution, customer lock in, and proprietary data. Christian challenges how travel tech teams think about capability, arguing that leaders need to understand what’s possible with today’s tools, not what was true even a year ago. Tahnee brings it down to reality with practical, field tested use cases, from data analysis and market research to automations that remove friction without losing the human touch.
The Rise of Rail Part 1: The Most Iconic and Scenic Journeys with Jim Marini & Matt Foy
May marks Rail Month, a celebration of train travel and the growing demand for more relaxed, immersive ways to explore the world. With 31 days of festivities, including Rail Week (May 11–17), there’s no better time to spotlight why rail is having a global resurgence.
In this first episode of our 3-part Rail series, Dan sits down with Railbookers leaders Jim Marini (SVP, Strategic Partnerships) and Matt Foy (Senior Director, Rail and Transportation) to unpack why train travel is booming again—and why the best rail vacations make the journey just as meaningful as the destination. The clouds may look the same on every flight, but rail offers a front-row seat to the world. If you’ve ever wanted a trip that feels smoother, more scenic, and less rushed, this conversation is your roadmap.
S7/E9 All-Access on the Slopes: The Future of Luxury Ski Travel with Picabo Street
This Captains of Industry episode explores what really goes into elite alpine skiing, beyond what you see on TV. You can watch the sport for years and still miss what actually decides a race: the travel grind, the equipment rituals, the recovery work, and the mental tunnel vision it takes to deliver one perfect run. That’s why getting time with Picabo Street feels so rare. She’s an Olympic gold medalist, a defining voice in US ski racing, and someone who has lived the sport from the inside for decades.
We talk about how travel shaped her from the start, from childhood passport trips to Mexico to chasing snow across continents as a teen on the US Ski Team. Peekaboo shares the unglamorous truth behind World Cup travel: moving fast between resorts, setting up ski rooms, managing physio and cross-training, obsessing over sleep and food, and trying to stay comfortable enough to perform. If you’ve ever wondered what viewers never see when the camera cuts away, this conversation fills in the blanks.
Company Spotlight: Beyond Airport Transfers: How Daytrip Is Rethinking Travel Between Cities
The most stressful part of a trip often isn’t the flight or the hotel, it’s everything in between. After a long journey, you arrive tired, navigating a new place, juggling luggage, and trying to figure out how to get from point A to point B. That “simple transfer” can quickly become overwhelming and often sets the tone for the entire trip. That’s why we sat down with Alexandra Mamrillova, Chief Commercial Officer, Daytrip, to explore how private ground transportation is reshaping the travel experience.
We look at what sets Daytrip apart in the global mobility and private transfer space, from door to door service in over 130 countries to vetted, English speaking drivers, GPS tracked journeys, and strict quality controls. Having already transferred around 2 million travelers, the company has built a strong foundation of trust and reliability. The real differentiator is the ability to transform transfers into experiences. With customizable sightseeing stops, travelers can turn a logistical necessity into an opportunity to explore, discover smaller towns, and access destinations that traditional transport options often miss.
S7/E8 The Evolution of Sun Destinations with TUI with Phillip Iveson
A sun holiday may look simple on the surface, but the best ones are carefully engineered. In this episode, we’re joined by Phillip Iveson, Director of Accommodation Product and Sourcing at TUI Group, to unpack how one of the world’s most vertically integrated travel companies designs package holidays that seamlessly connect flights, resorts, experiences, and distribution. If you’ve ever wondered why certain beach destinations surge in popularity while others struggle to gain traction, this conversation reveals how airlift, hotel partnerships, and customer demand all work together.
We explore TUI’s core sun destinations for European markets and why places like Spain, Greece, Turkey, Egypt, and Mexico continue to perform year after year. We also dive into the “create demand” playbook, using Cape Verde as a standout example of how strategic investment, education, and access can transform an emerging destination into a year-round favorite. Phil also highlights rising long-haul demand, including Zanzibar, where travelers are increasingly combining beach stays with safari experiences.
Company Spotlight: The New American Road Trip: Blacksford’s Luxury RV Adventures in the National Parks
The American road trip is getting a luxury upgrade, and it’s happening faster than most travelers realize. In this Company Spotlight episode, Dan sits down with David Greenberg and Becky Goodell of Blacksford to explore why premium RV travel is emerging as one of the most compelling ways to experience the United States in 2026, especially as demand grows around Route 66, major sporting events, and record-breaking visits to national parks.
They break down what “luxury RV rental” really means today, from brand-new high-end vehicles and white-glove airport pickup to fully equipped interiors, optional grocery delivery, and 24/7 human support. What started as a personal RV trip during COVID in 2020 has evolved into a business built on a simple idea: creating customers for life. If your perception of RV travel feels outdated, this conversation will completely reframe it.
S7/E7 How Club Med Created All-Inclusive Holidays and Continues to Lead the Way with Carolyne Doyon
Club Med is one of those travel brands people think they understand until they hear the full story. In the second episode of our Sun Destinations Series, Carolyne Doyon, President and CEO of Club Med North America and the Caribbean, shares how a bold idea launched in 1950 built around sport, nature, and human connection went on to pioneer the all-inclusive concept that has since shaped the modern resort industry. What began as a simple, communal approach to vacationing evolved into a seamless experience where everything is taken care of, removing friction and allowing travelers to fully disconnect and engage.
Carolyne brings the Club Med spirit to life, from the iconic GO host culture to its distinct culinary identity and activity driven programming designed to create both freedom and connection. She also reflects on how Club Med helped shape some of today’s most iconic sun destinations like Cancun and Punta Cana, offering a behind the scenes look at how early development decisions continue to influence the premium travel experience today.
When Bad Sh*t Happens to Good People on Holiday: Legal Lessons for the Travel Industry
A single incident can turn a “dream trip” into a legal and operational nightmare, and most travel businesses don’t realize where they’re exposed until it’s too late.
We kick off the 2026 Travel Trends and Adventure Travel Trade Association (ATTA) Adventure Travel Series with an honest look at the legal risks behind every itinerary. Dan, alongside co-host Shannon Stowell, CEO of ATTA, sits down with two leading voices in travel law, Jeff Ment of The Ment Law Group and Chun Wright of The Law Office of Chun T. Wright. Together, they unpack what actually protects an adventure travel operator when things go wrong, from serious injuries to partner disputes to fast-moving cross-border complaints.
Company Spotlight: Trust Your Compass: Leadership, Marketing, and AI in Adventure Tourism with Liquid Spark
A career that starts on Wall Street and shifts into whitewater guiding sounds like a movie plot, but for Julie Thorner it became the foundation for building Liquid Spark, one of the most trusted names in adventure travel marketing. We talk about the moment she realized life is short, why she chose to walk away from “safe” roles, and how she built her agency as a single mom who needed both flexibility and purpose.
From there, we get practical. Julie breaks down what she sees when tour operators say their marketing isn’t working, from wasted Google Ads spend and unclear messaging to missing email automation, weak conversion paths, and websites that fail to answer real traveler questions. We explore what actually works in tourism marketing in 2026, including strong content strategy, SEO fundamentals, earned media, and building trust through clear, accessible storytelling.
S7/E6 Beyond The Beach with St. Maarten
A Caribbean sun holiday becomes something truly unforgettable when it includes two countries on one island, world-class cuisine on both sides, and an airport runway so iconic travelers plan entire trips just to experience it.
In the first episode of our Sun Destinations Series, we’re joined by May-Ling Chun, Director of Tourism for St. Maarten, to explore what makes this destination one of the most dynamic and talked-about in the northeastern Caribbean and why it continues to turn first-time visitors into lifelong fans.
We dive into the island’s evolution, from its roots in salt production to the development of a modern tourism economy built on strong airlift and hospitality. May-Ling shares how St. Maarten stands out in a competitive region by embracing its unique blend of French and Dutch culture, a vibrant and diverse community, and a welcoming atmosphere that extends from local markets to heritage tours and waterfront dining experiences.
S7/E5 How HotelPORT is Streamlining Hospitality with Fred Bean, CEO & Founder
Hotel listings are supposed to be the easy part of distribution. Then you look closer and realize how often the basics are wrong: amenities, room details, policies, photos, outlet hours, phone numbers, and even where that information appears across OTAs, GDSs, maps, and review platforms. In this Captains of Industry episode, we’re joined by Fred Bean, CEO and founder of HotelPORT, to explore why content accuracy became a blind spot in hospitality technology and what it really takes to fix it at scale.
We unpack how HotelPORT built Property View to audit and verify hotel content across third party endpoints, creating a structured system of record that teams can actually trust. Fred also shares a surprising operational reality: hotels can leave meaningful revenue on the table when OTA payments are not reconciled and collected on time. We discuss why this happens, how to reduce breakage, and what a practical, transparent approach looks like.