The Layover

The Layover

by LOST iN
Business NewsPlaces & Travel
Season 1

Inside Black Tomato with Tom Marchant: Transformational Travel, Human Connection & the Future of Luxury

In this episode of The Layover, we sit down with Tom Marchant, co-founder of Black Tomato, the award-winning luxury travel company known for designing deeply immersive, emotionally driven journeys around the world. From backpacking through the Philippines and Brazil to building one of the most influential brands in experiential travel, Tom shares how curiosity, not comfort, has always been the compass. Tom unpacks how Black Tomato has helped pioneer the rise of transformational travel, creating trips that prioritize how travelers want to feel, not just where they want to go. In this conversation, Tom explores: Why luxury today is defined by thoughtfulness, access, and emotion, not just five-star amenities How Black Tomato finds meaningful experiences beyond overtouristed destinations The role of local fixers and human relationships in creating truly personal journeys Designing family and multi-generational travel that brings people together—without friction Why AI can support travel planning but will never replace human intuition and trust Whether you’re fascinated by the psychology of travel, seeking deeper experiences beyond the bucket list, or curious how luxury brands stay human in an AI-driven world, this episode offers a thoughtful look at why the most powerful journeys don’t just change where you go—they change how you see the world. 🌍 Discover more about Black Tomato and their approach to transformational travel at blacktomato.com. Website: https://www.blacktomato.com/ Instagram: @blacktomatotravel Tom Marchant on Instagram: @tommymarchant10 Gift of Boredom (mentioned in conversation) Destinations and itineraries mentioned: Iceland: Snorkel and dive between tectonic plates A Journey into Mongolia (for campfire cookouts, eagle hunting, and mountain monasteries) Ultimate Bhutan: A Luxurious & Cultural Retreat (spiritually enlightening and as remote as they come) An Adventure Across Iceland (for magma chambers, trolls, and geothermal tomato farms) Switzerland & Italy (a luxury vacation in the Alps, lakes, and coast) An insiders guide to the Amalfi Coast: Limoncello, sweeping vistas and storied villas
S1 · E15
Feb 10, 2026
1:02:23

Inside Unplugged Collective: Mike Richter & Erica Fieldman on Modern Travel Storytelling

In this episode of The Layover, we sit down with Mike Richter and Erica Fieldman of Unplugged Collective to unpack how modern travel storytelling is evolving—and what it really takes to build trust, scale audiences, and create content that actually moves people. From navigating brand partnerships and audience growth to balancing creativity with commercial realities, Mike and Erica share an insider’s perspective on building a media platform rooted in authenticity, intention, and community. Together, they explore: How Unplugged Collective approaches travel storytelling with purpose, not just reach Why depth, perspective, and credibility matter more than ever in a crowded media landscape What brands misunderstand about creator partnerships—and how to get them right How audience trust is built through consistent point of view and lived experience Where travel media is headed as platforms, formats, and consumer behavior continue to shift Whether you’re a creator, brand marketer, tourism board, or simply passionate about thoughtful travel, this episode offers a grounded look at how Unplugged Collective is shaping the future of travel media—one story at a time. Ever wonder what a city is like beyond the tourist traps? LOST iN is a travel company built on curiosity...dedicated to the food, fashion, people, and stories that show what a place actually feels like. At LOST iN we explore travel culture in all its forms through hidden restaurants, shops, and local spots far from the typical tourist path. Follow along to stay connected wherever you roam. For travelers craving deeper, more authentic experiences check out travel guides, destination videos, and our membership that unlocks exclusive travel deals, cultural insights, curated city guides, and members-only events. Connect with us Website: https://lostin.com/ Instagram: https://www.instagram.com/lost_in_travel/ Facebook: https://www.facebook.com/lostintravelguide Tiktok: https://www.tiktok.com/@lostin_travel
S1 · E14
Jan 29, 2026
14:41

Inside Lithuania with Ambassador Gediminas Varvuolis: Culture, Cuisine & Europe’s Most Underrated Destination

In this episode of The Layover, we sit down with Gediminas Varvuolis, Ambassador of Lithuania to the United States, live from CES, to explore why this Baltic nation is quietly becoming one of Europe’s most intriguing travel destinations. From medieval old towns and Baroque architecture to lakeside castles, comfort-driven cuisine, and a booming innovation ecosystem, Lithuania blends deep history with modern momentum in a way most American travelers haven’t discovered yet. Ambassador Varvuolis shares how Lithuania is: Showcasing its 700-year-old capital Vilnius, a UNESCO-listed city rich in Gothic, Renaissance, and Baroque architecture Offering nature-forward travel with 2,000+ lakes, outdoor adventures, and slow-travel appeal Serving up hearty, soulful cuisine—from potato-based cepelinai to refreshing pink beet soup Positioning itself as a rising hub for fintech, startups, and digital nomads Leveraging CES to attract global entrepreneurs, investors, and innovators Investing in AI infrastructure, renewable energy, and human capital for the future Whether you’re a curious traveler looking beyond Western Europe, a foodie chasing regional flavors, or a founder scouting your next international base, this episode offers a compelling introduction to Lithuania—where old-world charm meets next-generation ambition. 🇱🇹 Learn More & Plan a Visit Explore Lithuania through the Lithuanian Embassy or connect with local consulates in New York, Chicago, and Los Angeles—and if you’re craving Lithuanian food stateside, Chicago is your first stop.
S1 · E13
Jan 16, 2026
15:51

Inside Yucatán with Elizabeth Cole: Ancient Roots, Living Culture & Mexico’s Next Great Destination

In this episode of The Layover, we sit down with Elizabeth Cole, Undersecretary of Tourism for the Yucatán, to uncover why this storied region is quickly becoming one of Mexico’s most compelling travel destinations. Far beyond the crowds of Cancún, Yucatán offers travelers a deeper connection—to Mayan history, sustainable communities, and a culinary heritage that’s as alive today as it was centuries ago. Elizabeth shares how Yucatán is: Preserving and celebrating living Maya culture, from language to cuisine Offering immersive community-based tourism that empowers locals and protects tradition Home to award-winning gastronomy, cenotes, and archaeological wonders like Chichén Itzá and Uxmal Reviving coastal gems like El Cuyo—Tulum’s soulful predecessor—for travelers seeking quieter, more authentic escapes Building a sustainable model of tourism rooted in respect, authenticity, and shared benefit Whether you’re drawn by ancient ruins, turquoise sinkholes, or handmade tortillas cooked over open fires, this episode shows how Yucatán invites travelers to move slower, look deeper, and experience Mexico beyond the resort brochure. 🇲🇽 Plan Your Journey Discover more at yucatan.travel Want to dig deeper into a city or neighborhood? Check out our expertly curated city guidebooks at lostin.com We pour all of our love for travel into every guidebook, which includes recommendations for hidden restaurants, shops, and activities far from the well-known tourist areas and off the radar of mainstream travel accounts. We also share daily travel inspiration, city stories, and behind-the-scenes moments across our social channels, follow us to stay connected wherever you roam. --Connect with us-- Web: https://lostin.com/ Instagram: https://www.instagram.com/lost_in_travel Facebook: https://www.facebook.com/lostintravelguide Twitch: https://www.twitch.tv/lost_in_travel
S1 · E12
Nov 20, 2025
10:33

Inside Batch with Mike Petrakis: The Celebration Economy, Group Travel & Building the Ultimate Party Planning App

In this episode of The Layover, we catch up with Mike Petrakis, CEO and founder of Batch, the app revolutionizing how people plan group travel and celebrations. From bachelorette blowouts and golf trips to divorce parties and girls’ getaways, Batch has become the go-to destination for organizing unforgettable group experiences—now in 90 markets across the U.S., Mexico, and the Caribbean. Mike shares how Batch is: Building what he calls “the celebration economy”—turning life’s milestones into travel-worthy moments Expanding beyond bachelor and bachelorette parties to serve every kind of group celebration Using predictive demand to see where travelers are going months before they book Empowering small businesses, from boat captains to hibachi chefs, to thrive by plugging into Batch’s ecosystem Curating authentic local stays, dining, and activities powered by user data, not algorithms Balancing explosive growth with profitability—and why they’ve turned down outside capital for two years Betting on community and curation over automation as AI reshapes travel Whether you’re a party planner, an entrepreneur in the experience economy, or just someone who loves celebrating life with your crew, this episode offers a front-row look at how Batch is redefining group travel—one unforgettable trip at a time. 🎉 Plan Your Next Celebration Download the Batch app and start planning your next group getaway at batch.com. Want to dig deeper into a city or neighborhood? Check out our expertly curated city guidebooks at lostin.com We pour all of our love for travel into every guidebook, which includes recommendations for hidden restaurants, shops, and activities far from the well-known tourist areas and off the radar of mainstream travel accounts. We also share daily travel inspiration, city stories, and behind-the-scenes moments across our social channels, follow us to stay connected wherever you roam. --Connect with us-- Web: https://lostin.com/ Instagram: https://www.instagram.com/lost_in_travel Facebook: https://www.facebook.com/lostintravelguide Twitch: https://www.twitch.tv/lost_in_travel
S1 · E10
Nov 20, 2025
12:56

Inside Airshare with Andy Tretiak: Private Aviation, Sports Marketing & The Power of Time

In this episode of The Layover, we sit down with Andy Tretiak, Chief Marketing Officer of Airshare, to explore how one of America’s fastest-growing private aviation companies is redefining what it means to fly smarter, not just higher. From rebranding MLS club Sporting Kansas City to spearheading Airshare’s partnership with the PGA of America and Ryder Cup, Andy’s career sits at the intersection of creativity, strategy, and the business of movement. He brings a marketer’s eye and a traveler’s heart to an industry built on saving the one thing money can’t buy—time. Andy shares how Airshare is: Expanding from regional roots to national scale while keeping a personal, customer-first ethos Turning golf partnerships with the PGA Championship and Ryder Cup into long-term brand storytelling Offering fractional ownership, jet cards, and aircraft management for flyers who value flexibility over flash Making private aviation accessible to the next generation of business leaders and luxury travelers Using sports, culture, and hospitality as cornerstones for brand growth and emotional connection Whether you’re a business traveler chasing efficiency, a golf enthusiast flying to your next tee time, or just curious what it really takes to elevate a brand 40,000 feet above the competition, this episode reveals how Airshare is transforming private aviation into something deeply human—and surprisingly attainable. ✈️ Learn More Explore Airshare’s private aviation programs and their 25-year milestone at flyairshare.com
S1 · E9
Oct 31, 2025
54:33

Zachary Smith of Anywhere: Stress-Free Travel, Local Experts & The Future of Personalized Journeys

Special Offer Get $100 off your first trip with Anywhere by signing up here: anywhere.com/thelayover In this episode of The Layover, we sit down with Zachary Smith, CEO of Anywhere, to unpack how a one-way trip to Oaxaca and an unexpected detour in Costa Rica grew into a global travel company redefining what it means to plan (and actually enjoy) your trip. Born from the simple idea of making travel less stressful, Anywhere blends technology with human connection, relying on local experts in every destination to design personalized, culturally immersive itineraries that put peace of mind first. Zach shares how Anywhere is: - Eliminating “tyranny of choice” overwhelm with curated, human-guided planning - Pairing travelers with local experts who understand the culture—and can step in if things go wrong -Turning stress into serenity through a “connected trip” model that flexes in real time - Focusing on authenticity over algorithms: no tour buses, no buffet lines, just real-world experiences - Scaling from Costa Rica to Cuba, Mexico, Japan, and beyond while staying deeply human-centric - Building a brand rooted in accountability, trust, and transformative travel - Whether you’re a busy parent dreading logistics, a cultural explorer craving authenticity, or someone who wants to make travel feel less like work and more like discovery, this episode reveals how Anywhere is rewriting the playbook for stress-free, meaningful journeys.
S1 · E8
Oct 16, 2025
45:37

Inside Conserve Safari with Einar Garzoa: Conservation, Connection & Transformational Travel

In this episode of The Layover, we sit down with Einar Garzoa, co-founder and CEO of Conserve Safari, to explore how a finance career in Europe transformed into a mission-driven journey in Africa’s wilderness. From Latvia to Uganda to Tanzania, Einar’s story is one of reinvention—trading spreadsheets for savannahs to build eco-conscious safari lodges that connect travelers with nature and purpose. Conserve Safari isn’t just about game drives and luxury tents. It’s about creating spaces where travelers can rediscover themselves while supporting conservation and local communities. Einar shares how Conserve Safari is: Building sustainable safari lodges that bring comfort without cutting travelers off from the wild Turning conservation into a financially viable model that funds national parks and anti-poaching efforts Training staff and educating guests to be stewards of nature long after they leave camp Designing transformational experiences that help travelers look inward, not just outward Expanding into wellness-focused safaris that blend yoga, mindfulness, and immersion in African landscapes Envisioning 35 eco-lodges across East Africa to scale both conservation and community impact Whether you’re an ecotourist, an adventurer seeking meaning, or simply curious about how travel can transform lives, this episode offers a rare look at how safaris can be more than sightseeing, they can be soul-searching.
S1 · E7
Oct 8, 2025
46:12

Inside Black Tie Ski Delivery with Ian Prichard: Service, Scale & Slope-Side Hospitality

In this episode of The Layover, we sit down with Ian Prichard, CEO and co-founder of Black Tie Ski Rentals & Delivery, to explore how a small-town idea sparked by an Alan Jackson VIP fitting turned into North America’s leading ski and bike delivery network. From maxing out credit cards to launch a two-van operation in Steamboat Springs, to growing into 20 licensed locations across the U.S. and Canada, Black Tie has rewritten the ski rental experience—making it less about lines and logistics and more about lifestyle and leisure. Ian unpacks how Black Tie is: Turning the most dreaded part of skiing—rentals—into a concierge-level, in-room experience Balancing affordability with luxury, proving “black tie” doesn’t have to mean overpriced Expanding into summer with bike rentals, giving operators year-round sustainability Scaling through a unique licensing model that empowers local entrepreneurs Building authentic community relationships with resorts, hotels, and concierges Keeping customer service at the core—hiring personalities first, ski techs second Whether you’re a skier, a snowboarder, or just curious about how hospitality meets entrepreneurship on the slopes, this episode offers a behind-the-scenes look at how Black Tie is blending high-touch service with smart growth to change the way we gear up for adventure.
S1 · E6
Sep 24, 2025
1:02:50

Inside Wyndham’s Loyalty Strategy with Michael Shiwdin: Perks, Points & Personalization

In this episode of The Layover, we sit down with Michael Shiwdin, Group Vice President of Guest Engagement, Loyalty, and Strategic Partnerships at Wyndham Hotels & Resorts, to explore how the brand behind 24 hotel names is transforming travel rewards into something far more experiential and emotional. From turning points into Applebee’s and Panera Bread perks, to launching exclusive VIP auctions with the NFL, Wyndham is rewriting the playbook for loyalty—and it’s not just about free nights anymore. Michael unpacks how Wyndham is: Making loyalty programs more flexible, fun, and family-friendly Tapping into partnerships that meet travelers where they already live, dine, and play Prioritizing “memory-making” over pure redemption value Building a program that speaks to value-conscious families, Gen Z adventurers, and road-trip superfans alike Creating an ecosystem where points mean more than transactions—they mean stories Whether you're a travel nerd, loyalty junkie, or just curious about what’s next in hospitality, this episode offers a front-row seat to how Wyndham is making travel feel more personal, playful, and accessible than ever.
S1 · E5
Jul 30, 2025
35:40
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