Whitney Shindelar and Brianna Glenn
Masters in Travel
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!
Author
Whitney Shindelar and Brianna Glenn
Category
Podcast website
Latest episode
Jul 7, 2026
Where to listen?
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Episodes
Ep 281 [REPLAY] Shifting Your Mindset in How you Deal with Yourself in Your Business 07.07.2026 58:58
Mindset is a topic that we hear about in our personal lives and in our professional lives. It is a topic that lingers behind all decisions that we make, especially as an entrepreneur. If we asked ten people, or ten advisors, what mindset means to them we would get 10 different answers. On today’s episode of Masters in Travel, Whitney is joined by Lina Sutton and Danielle Gaerte. Three travel advis...
280 Soulful Experience w/ AmaWaterways 30.06.2026 23:02
In this solo episode, Brianna closes the loop on her recent AmaWaterways Soulful Experience sailing through Portugal’s Douro River and reflects on what the trip taught her as both a traveler and a travel advisor. After previously sharing how to turn fam trips and personal travel into a marketing engine, she now pulls back the curtain on what actually worked, what surprised her, and how the experie...
Ep 279 [REPLAY] Going Solo or Joining a Team; How to Know What’s Right for You 23.06.2026 43:20
You may be interested in being a travel advisor, but are you also interested in being an entrepreneur? Sometimes running a travel advisor business requires much more than just planning travel. You may have to ask yourself if you’d rather join a team to help with the workload, or go solo to control more of your business. On today’s episode of Masters in Travel, Whitney is joined by Korrine Johnson...
Ep 278 What Travel Advisors Can Learn From Aman-Level Luxury Hospitality 16.06.2026 39:54
In this episode of Masters in Travel, Brianna sits down with Olivia Tambosso, a luxury travel advisor whose career began on the inside of one of the world’s most respected luxury hotel brands: Aman. After years in guest-facing operational roles in Morocco, Thailand, and Japan, Olivia brings a rare perspective to the travel advisor side of the industry. Together, Brianna and Olivia explore what tru...
Ep 277 How to Turn Every Trip Into a Marketing Engine 09.06.2026 29:46
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...
Ep 276 From Spa Treatments to Wellness Retreats 02.06.2026 40:40
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....
Ep 275 Family Friendly Hotels 26.05.2026 1:14:41
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 flex...
Ep 274 What I'd Do If I Were Starting Over in 2026 19.05.2026 33:57
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...
Ep 273 What I Wish Someone Had Taught Me Earlier About Trip Design 12.05.2026 39:12
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 th...
Ep 272 How to Stop Overthinking Your Content and Actually Show Up with Kyla Daisy 05.05.2026 54:10
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 a...
Ep 271 The Travel Advisor Business Model Is Changing 28.04.2026 47:35
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 advi...
Ep 270 What Luxury Hotels Wish Travel Advisors Understood with Alexandra Hepworth 21.04.2026 46:04
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 labe...
Ep 269 How to Use All the Unused Content From Your Past Trips with Kaytee Fisher 14.04.2026 50:53
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 marketi...
Ep 268 Shop Talk: Navigating a Slow Season, Client Uncertainty, and Building Smarter Systems 07.04.2026 35:08
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 si...
Ep 267 How I Use AI at Every Stage of the Client Process 31.03.2026 33:09
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 Nor...
Ep 266 Building an Intentional Marketing Strategy With Storytelling with Kaytee Fisher 24.03.2026 35:19
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 you...
Ep 265 Growing your book of business with networking, with Kathryn Morga 17.03.2026 42:13
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...
Ep 264 Shop Talk: Wave Season Overwhelm, Business Confidence, and Knowing When to Let a Client Go 10.03.2026 39:37
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 prici...
Ep 263 Create Your Own Signature Retreat with Karen Hattaway 03.03.2026 51:33
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 experi...
Ep 262 Why So Many Travel Advisors Feel Stuck but Busy 24.02.2026 27:37
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 s...
Ep 261 From Noise to Nuance: A smarter way for travel advisors to grow (AMA) 17.02.2026 48:49
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, w...
Ep 260 Shop Talk: Honesty, Boundaries, and Getting Real About Profitability 10.02.2026 47:27
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 abo...
Ep 259 Six Figure Paycheck 03.02.2026 30:17
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...
Ep 258 Mutual Investment with an Engaged Host as an Experienced Advisor 27.01.2026 43:11
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 c...
Ep 257 Shop Talk: Inbox Chaos, Client Fit, and Choosing Joy in Your Travel Business 20.01.2026 49:11
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 nich...
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