Podcast
Masters in Travel
Hosted by Whitney Shindelar and Brianna Glenn · EN
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!
170episodes
Episodes
Newest firstAll episodes
Ep 274 What I'd Do If I Were Starting Over in 2026
Yesterday00:33:57Tap to summarizeIn 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, how to use slow seasons as intentional build time, and why AI should be treated as infrastructure rather than a shortcut. Whether you are brand new to the industry or years into your travel business, this episode is a practical reminder that clarity, consistency, and confident decision-making shape the path forward. Above all, Brianna brings the focus back to the work that actually matters: getting in front of the right people and building a travel business that can hold real weight.
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Ep 273 What I Wish Someone Had Taught Me Earlier About Trip Design
1w ago00:39:12Tap to summarizeThere 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 you ever touch a hotel list, and why budget clarity is one of the most powerful tools you have in the proposal process.Whether you are building a team, strengthening your own process, or just looking for language to match the expertise you already have, this one is for you.
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Ep 272 How to Stop Overthinking Your Content and Actually Show Up with Kyla Daisy
2w ago00:54:10Tap to summarizeIf 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 that prioritizes clarity, organization, and sustainability over complexity. From what “good enough” content actually looks like to how to build confidence through action, this conversation will help you stop sitting in drafts and start showing up in a way that actually connects. If you’re ready to simplify your social media and make it work for your travel business, this episode will meet you right where you are.
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Ep 271 The Travel Advisor Business Model Is Changing
3w ago00:47:35Tap to summarizeIf 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 difference between being busy and being profitable, and why so many advisors are unintentionally capping their growth. This episode is a powerful call to step into the CEO role, prioritize financial clarity, and build a business designed for long-term success. If you’re ready to move beyond reactive work and into intentional growth, this conversation will shift how you think about everything.
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Ep 270 What Luxury Hotels Wish Travel Advisors Understood with Alexandra Hepworth
4w ago00:46:04Tap to summarizeWhat 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 teams affect your clients' experiences. The conversation also covers how small but intentional shifts in the way you communicate with hotel partners can dramatically change outcomes on property.If you're ready to build stronger supplier relationships and deliver more consistent client experiences, this episode will change how you approach every booking.
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Ep 269 How to Use All the Unused Content From Your Past Trips with Kaytee Fisher
Apr 1400:50:53Tap to summarizeIf 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 storytelling, content repurposing, and aligning your messaging with what your clients actually care about. The conversation also dives into how to think about content strategically over time, not just during and immediately after a trip. If you’re ready to stop letting your best content collect dust and start using it to grow your travel business, this episode will give you the clarity and structure to do it.Join Kaytee’s FAM Marketing Playbook workshop on May 6, 2026 - https://moxieandfourth.myflodesk.com/fam-workshop
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Ep 268 Shop Talk: Navigating a Slow Season, Client Uncertainty, and Building Smarter Systems
Apr 700:35:08Tap to summarizeIn 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 the AI tools and custom Claude prompts they're building to make their workflows faster, smarter, and more on-brand, from itinerary drafts to dining reservation logic.
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Ep 267 How I Use AI at Every Stage of the Client Process
Mar 3100:33:09Tap to summarizeIn 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 DMCs. Throughout the episode, she emphasizes that AI is not replacing her expertise, but strengthening it. The result is a more structured, strategic, and elevated client experience from start to finish. If you have been wondering how to actually apply AI in your travel business, this episode gives you a clear and practical roadmap.
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Ep 266 Building an Intentional Marketing Strategy With Storytelling with Kaytee Fisher
Mar 2400:35:19Tap to summarizeIn 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 toward new offers. They explore practical strategies like content series, segmentation, and newsletter planning to help travel advisors market more intentionally without overwhelming their audience. If you’ve ever wondered how to move the needle in a specific direction without starting from scratch, this episode gives you a clear and actionable path forward. It’s a grounded, honest look at what it really takes to evolve your marketing as your travel business grows.Join Kaytee's FAM Marketing Playbook workshop on May 6, 2026 https://moxieandfourth.myflodesk.com/fam-workshop
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Ep 265 Growing your book of business with networking, with Kathryn Morga
Mar 1700:42:13Tap to summarizeWhat 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 community engagement. Rather than relying solely on repeat and referral clients, she focused on building relationships with local business owners who now act as enthusiastic advocates for her travel business. Kathryn shares how travel advisors can find the right networking groups, craft a memorable 60-second pitch, and track early signs of success long before referrals start rolling in. If you’re looking for a practical way to expand your book of business beyond your existing network, this conversation offers a clear and actionable approach.
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