Masters in Travel - podcast cover

Masters in Travel

Whitney Shindelar and Brianna Glennwww.mastersintravelpod.com
Join Whitney & Brianna as they explore how successful travel advisors grow travel businesses and what advice do they have for other travel entrepreneurs. Tune in each week for conversations about all things growing and scaling a successful travel business, hearing stories from various industry professionals, unfiltered conversations about business fails and successes, and more. Masters in Travel is for travel advisors who are ready to accelerate their success. Subscribe, rate, share, and tune in each week for advice, insights, and resources to maximize your travel business potential!
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Episodes

Ep 277 How to Turn Every Trip Into a Marketing Engine

In this solo episode, Brianna walks travel advisors through the exact mindset shift and planning process that turns a trip from a one-time experience into a long-term marketing asset. As she prepares for seven weeks in Europe, including a Portugal river cruise with AmaWaterways, she shares how she thinks through audience, intention, content capture, and post-trip visibility before she ever boards the plane. Brianna breaks down why firsthand experience is one of a travel advisor’s greatest compet...

Jun 09, 202630 minEp. 277

Ep 276 From Spa Treatments to Wellness Retreats

In this episode of Masters in Travel, Whitney is joined by Kate for a thoughtful and practical conversation about the wide spectrum of spa, wellness, and sport-focused travel. Together, they unpack why the simple question “Does the hotel have a spa?” often falls short, especially when clients have very specific expectations around relaxation, treatments, facilities, programming, or transformation. From diagnostic wellness resorts to choose-your-own-adventure retreats, hotel spas, hydrotherapy ci...

Jun 02, 202641 minEp. 276

Ep 275 Family Friendly Hotels

Family-friendly hotels are often misunderstood, with many properties claiming the label without truly designing for how families actually travel. In this episode, Travel Advisor Lee Friedman of Mango Tree Travel shares firsthand insight into what makes a hotel genuinely work for families. The conversation dives into real-world considerations like room configurations, kids club quality, dining flexibility, and how hotel design impacts both parents and children. It also explores the gap between ho...

May 26, 20261 hr 15 minEp. 275

Ep 274 What I'd Do If I Were Starting Over in 2026

In this solo episode, Brianna reflects on what she would do differently if she were starting her travel business from scratch in 2026. With 10 years of experience behind her, she breaks down the foundational decisions that matter most, from choosing the right host agency to getting honest about your network, picking a niche early, investing in the travel business, and building systems before they are urgently needed. Brianna also shares why proximity still matters when building a client base, ho...

May 19, 202634 minEp. 274

Ep 273 What I Wish Someone Had Taught Me Earlier About Trip Design

There is a skill inside great trip design that nobody talks about enough, and it has nothing to do with knowing the best hotels or having the right supplier relationships. It is judgment. And judgment is hard to teach when it has always lived in your gut. In this solo episode, Brianna shares the frameworks she has spent years developing to articulate what once felt purely instinctive. She walks through how to truly read a client beyond their intake form, how to think about trip movement before y...

May 12, 202639 minEp. 273

Ep 272 How to Stop Overthinking Your Content and Actually Show Up with Kyla Daisy

If you’ve ever stared at a blank caption, rewritten it three times, and still didn’t hit post, this episode is for you. Brianna sits down with social media strategist and former travel advisor Kyla Daisy to unpack what’s really behind the hesitation so many travel advisors feel when it comes to showing up online. Together, they explore how overthinking, comparison, and the pressure to be perfect are often the biggest blockers to consistency. Kyla shares a refreshingly simple approach to content ...

May 05, 202654 minEp. 273

Ep 271 The Travel Advisor Business Model Is Changing

If you’ve been booking trips, staying busy, and still questioning whether your travel business is truly sustainable, this conversation is for you. Brianna sits down with Courtnie Nichols to unpack the major shifts happening in the travel advisor space and why the traditional business model is no longer enough. From AI-driven content saturation to unpredictable commissions, Courtnie challenges advisors to rethink how they position their value and structure their business. They dive into the diffe...

Apr 28, 202648 minEp. 271

Ep 270 What Luxury Hotels Wish Travel Advisors Understood with Alexandra Hepworth

What actually happens at a hotel before your client even walks through the door? In this episode, Brianna sits down with Alexandra Hepworth, founder of Layah and a travel advisor with nearly two decades of experience across global luxury hospitality, for a rare behind-the-scenes look at how hotels really operate. Alexandra pulls back the curtain on how upgrade decisions are actually made, why labeling every client a VIP might be working against you, and how the internal dynamics between hotel te...

Apr 21, 202646 minEp. 270

Ep 269 How to Use All the Unused Content From Your Past Trips with Kaytee Fisher

If you’ve ever come home from a trip with thousands of photos and no plan for what to do with them, this episode is for you. Whitney sits down with email marketing expert and travel advisor Kaytee Fisher to unpack one of the most common struggles in a travel business: unused content. Together, they explore why so much valuable content goes to waste and how to turn past trips into long-term marketing assets that actually drive bookings. Kaytee shares simple but powerful frameworks for storytellin...

Apr 14, 202651 minEp. 269

Ep 268 Shop Talk: Navigating a Slow Season, Client Uncertainty, and Building Smarter Systems

In this month's Shop Talk, Brianna and Whitney get candid about what Q1 2026 really looked like. Brianna shares her concerns about a slowdown in inquiries since mid-February, while Whitney reflects on a busier but more reactive quarter with shorter booking windows. Together they talk through what travel advisors can and can't control, how global uncertainty is affecting client behavior, and the simple outreach moves worth making when business feels slow. The conversation wraps with both sharing ...

Apr 07, 202635 minEp. 268

Ep 267 How I Use AI at Every Stage of the Client Process

In this solo episode, Brianna walks through exactly how she uses AI inside her travel business, from the first client inquiry all the way through final itinerary delivery. Rather than focusing on tools or theory, she breaks down the real, behind-the-scenes workflows that help her move faster, think more clearly, and execute at a higher level. She shares how AI supports consult prep, shapes her North Star brief, enhances research and design, and streamlines communication with both clients and DMC...

Mar 31, 202633 minEp. 267

Ep 266 Building an Intentional Marketing Strategy With Storytelling with Kaytee Fisher

In this episode, Whitney sits down with email marketing strategist Kaytee Fisher to unpack what it actually takes to shift your travel business toward the trips you want to book more of. From increasing safari inquiries to pivoting into new destinations or trip types, this conversation breaks down the gap between intention and execution. Kaytee shares why consistent marketing matters even when your book of business feels full, and how storytelling plays a critical role in guiding your audience t...

Mar 24, 202635 minEp. 266

Ep 265 Growing your book of business with networking, with Kathryn Morga

What if the fastest way to grow your travel business isn’t social media or referrals, but showing up in your local community? In this episode, Whitney sits down with Kathryn Morga, founder of Adventure Smarter, to talk about how networking became the driving force behind her rapidly growing book of business. After relocating to Nashville with two young kids and a full-time job, Kathryn rebuilt her travel business from scratch and quickly scaled it from part-time to full-time through consistent c...

Mar 17, 202642 minEp. 265

Ep 264 Shop Talk: Wave Season Overwhelm, Business Confidence, and Knowing When to Let a Client Go

In this month's Shop Talk, Brianna and Whitney get real about navigating a chaotic start to the year while balancing the mental load of running a travel business. From wave season overwhelm to learning when to walk away from inquiries that don't fit, they explore what it means to lead with honesty in client conversations. Whitney shares her journey toward being more transparent about pricing and what it actually takes to create the level of experience clients are asking for. Together they unpack...

Mar 10, 202640 minEp. 264

Ep 263 Create Your Own Signature Retreat with Karen Hattaway

What if leading a retreat didn't mean doing it all yourself? In this episode, Whitney sits down with Karen Hattaway, founder of Life Beyond the Room, a DMC based in Italy, to explore how travel advisors can create signature retreats and small group trips without the overwhelm. Karen breaks down the difference between a retreat and a small group trip, why slower-paced, single-destination experiences attract seasoned travelers, and how partnering with a DMC can take the logistical weight off your ...

Mar 03, 202652 minEp. 263

Ep 262 Why So Many Travel Advisors Feel Stuck but Busy

What if the reason you feel stuck isn't because you're not working hard enough, but because you're too busy executing to decide what actually matters? In this solo episode, Brianna unpacks why so many travel advisors find themselves in a cycle of nonstop busyness that somehow still feels stagnant. She breaks down five specific ways advisors get stuck: building for everyone instead of someone, being great at what they do but unable to explain why, growing a business they don't actually want, trea...

Feb 24, 202628 minEp. 262

Ep 261 From Noise to Nuance: A smarter way for travel advisors to grow (AMA)

What if the key to growing your travel business isn't about doing more, but about getting clearer on what you're actually saying? In this Ask Us Anything episode, Whitney and Brianna respond to a listener who's ready to pivot away from high-volume, promotion-driven marketing toward a quieter, more strategic approach. They tackle five questions: how to market without urgency or deals, what destination intelligence looks like in practice, how to educate without over-explaining, how to block out in...

Feb 17, 202649 minEp. 261

Ep 260 Shop Talk: Honesty, Boundaries, and Getting Real About Profitability

In this month's Shop Talk, Brianna and Whitney get real about navigating a chaotic start to the year while balancing the mental load of running a travel business. From January wave season overwhelm to learning when to walk away from inquiries that don't fit, they explore what it means to lead with honesty in client conversations. Whitney shares her journey toward being more transparent about pricing, profitability, and what it actually takes to create the level of experience clients are asking f...

Feb 10, 202647 minEp. 260

Ep 259 Six Figure Paycheck

What if selling more travel still isn’t translating into the paycheck you actually want? In this episode, Brianna challenges travel advisors to stop chasing revenue for the sake of it and start designing profit on purpose. She breaks down the five numbers that matter most in your travel business and explains why owners pay should always come before top line goals. Through simple math and relatable examples, Brianna shares from her ten years of owning a travel business a realistic path to paying ...

Feb 03, 202630 minEp. 259

Ep 258 Mutual Investment with an Engaged Host as an Experienced Advisor

What if staying with a host agency as an experienced travel advisor isn’t about settling, but about scaling smarter? In this episode, Whitney is joined by Margaret Haas Wolf of Brownell to explore what true mutual investment can look like between a host agency and an established travel business. They discuss why support should evolve as advisors grow, not disappear, and how strategic partnership can impact margins, confidence, and quality of life. Margaret shares how engaged host agencies can he...

Jan 27, 202643 minEp. 258

Ep 257 Shop Talk: Inbox Chaos, Client Fit, and Choosing Joy in Your Travel Business

In this month’s Shop Talk, Brianna and Whitney kick off the new year by getting real about inbox overwhelm, coming back from time off, and what it actually feels like to start fresh after the holidays. They explore the idea of using “fun” as a decision making filter in your travel business, from which inquiries you say yes to, to how you define success day to day. Whitney shares how reframing niching as “does this sound fun?” has shifted how she approaches client work. Brianna reflects on scarci...

Jan 20, 202649 minEp. 254

Ep 256 Why Travel Advisors Should Stop Waiting for Fam Invitations

What if familiarization stays didn’t require waiting for an invitation or hoping the timing worked out? In this episode, Whitney sits down with Lotte Gossage, founder of Hotel FAM Club, to challenge the way travel advisors think about FAMs and hotel partnerships, offering practical insight into positioning yourself as a professional partner rather than a passive participant. Lotte shares how her background in hospitality and sales shaped a more proactive, business-first approach to creating fami...

Jan 13, 202658 minEp. 256

Ep 255 AI as Your Newest Team Member

AI is everywhere right now, but the question on most travel advisor’s minds is how to actually use it in a way that feels practical, personal, and aligned with client expectations. In this episode, Brianna sits down with Dayo Esho, co-founder of TravelJoy, to explore how AI is quietly transforming advisor workflows without replacing the human-first service clients value. Dayo shares how his background in engineering, entrepreneurship, and growing up inside his mother’s travel agency shaped the l...

Jan 06, 202638 minEp. 255

Ep 254 Shop Talk: Year-End Wins, Workflow Overhauls, and What’s Next for 2026

If you’ve ever reached the end of a year and wondered how so much happened so fast, you’re in good company. In this December Shop Talk, Brianna and Whitney look back on a whirlwind year and unpack the wins, challenges, and ‘aha’ moments that shaped both their lives and their travel businesses. They dig into how AI has become a game-changing partner in everything from client experience to team operations, and why building stronger workflows has opened up space for more strategic thinking. The con...

Dec 16, 202552 minEp. 254

Ep 253 Selling with Soul: Creating Connection Through Culturally Inspired Travel

What if selling travel wasn’t just about itineraries, but about identity, connection, and the stories travelers carry home? In this episode, Brianna sits down with AmaWaterways’ Director of National Accounts, Jazzmine Douse, to explore how purpose-driven, culturally rooted experiences are reshaping luxury travel. Jazzmine shares the evolution of AmaWaterways’ soulful experience sailings and why intentional inclusion has become both a meaningful mission and a powerful growth strategy. They also d...

Dec 09, 202544 min

Ep 252 What if we started our agency today? with Julie Lanham

What would we do differently if we started our travel agency all over again today? In this episode, Whitney sits down with industry veteran Julie Lanham, President of Vacations to Remember, to explore that question. Julie brings 40 years of perspective, having built her agency from the ground up long before host agencies, online bookings, or social media existed. Together, she and Whitney unpack what they’d repeat, what they’d absolutely change, and how new advisors can learn from decades of exp...

Dec 02, 20251 hr 5 minEp. 252

Ep 251 How to Build Systems, Automations, and Support That Actually Work for You

Join systems-specialist and travel industry veteran Erin Faith Erdos to demystify how travel advisors and travel business owners can stop relying on hustle and start building support, systems, and automations that actually work. Erin shares her journey of moving from being a full-service travel planner to designing streamlined workflows that free up your time and scale your impact. Plus, she covers where advisors typically get stuck, how to bring in smart automation (without sacrificing personal...

Nov 18, 202551 minEp. 251

Ep 250 Shop Talk: Delegation, Marketing on the Go, and Building Wealth as a Travel Entrepreneur

In this month’s Shop Talk, Brianna and Whitney open up about the realities of travel, delegation, and growth as a travel entrepreneur. Whitney shares highlights from her recent trip to Greece and the honest challenges of creating content while managing client work on the go. Together they talk about what it really takes to balance marketing, travel, and team leadership without burning out. Their conversation unfolds into lessons from mastermind retreats, the importance of profit and wealth-build...

Nov 11, 202540 minEp. 250

Ep 249 Am I Ready to Hire? Stepping into the CEO Role in Your Travel Business

If your travel business is thriving on paper but you sometimes feel like you are barely holding it together, tune into this episode where Brianna shares the real signs that you’re ready to hire and what it looks like to step into leadership with intention. Explore the financial and mindset shifts that turn hiring from a scary leap into a strategic next step. Walk away after this episode knowing exactly how to prepare for growth and what it means to build a business that runs for you, not because...

Nov 04, 202530 minEp. 249

Ep 248 Comparing and Contrasting Hotels in Grand Cayman

When it comes to hotel knowledge, it’s not about knowing which property is “the best”—it’s about understanding the differences and trade-offs that help you guide each client to the right fit. In this special crossover episode from The Hivemind Podcast , Whitney models how to have smarter, more strategic hotel conversations with fellow travel advisors Michelle Orr of Master Travel and Andrea Duvall of Andrea Duvall Travel Design. They compare six hotels in Grand Cayman —from the design-forward Ho...

Oct 28, 20251 hr 6 minEp. 248
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