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Masters in Travel
Whitney Shindelar and Brianna Glenn
253 episodes
1 day ago
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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All content for Masters in Travel is the property of Whitney Shindelar and Brianna Glenn and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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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Places & Travel
Society & Culture
Episodes (20/253)
Masters in Travel
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 touch), and how to set up your team and tech so everything fits together instead of fighting each other.

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1 day ago
51 minutes 8 seconds

Masters in Travel
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-building, and how both are reimagining what growth looks like in this next season of business. It’s a candid conversation about building success that’s sustainable, flexible, and aligned with the kind of life and business they actually want.

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1 week ago
40 minutes 22 seconds

Masters in Travel
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 of you.


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2 weeks ago
30 minutes 20 seconds

Masters in Travel
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 Hotel Indigo and lively Palm Heights to the classic luxury of the Ritz-Carlton—sharing what truly exceeds expectations, where the trade-offs lie, and which clients each property serves best. This conversation is a masterclass in how thoughtful hotel comparisons can elevate your credibility, strengthen client trust, and transform the way you sell destinations.

Explore more hotel comparison and destination deep-dive episodes on The Hivemind Podcast at thehive.travel/podcast

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3 weeks ago
1 hour 5 minutes 39 seconds

Masters in Travel
Ep 247 The Freedom of Financial Clarity

Financial clarity might not sound glamorous—but it’s one of the most powerful tools for building a sustainable, confident business. In this conversation, Brianna Glenn and Kinaya Pettiford of Atlas & Ledger explore how clean books lead to calm decision-making, why clarity unlocks freedom, and simple steps to start managing your money with confidence instead of avoidance.

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4 weeks ago
43 minutes 4 seconds

Masters in Travel
Ep 246 Shop Talk: Busy seasons, owning outcomes, and shaping your work lifestyle

October’s Shop Talk is full of honesty, exhaustion, and big-picture reflection. Whitney shares how an overwhelming travel season pushed her to rethink her team structure and workflows—and what needs to change before next year. Brianna reflects on her own delegation journey, what it means to truly give team members ownership, and how she decides when to let go of personal preferences in favor of team growth. Together, they talk about balancing high-volume success with sustainability, taking sabbaticals abroad, and the launch of The Hivemind Podcast.

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1 month ago
34 minutes 4 seconds

Masters in Travel
Ep 245 How Travel Advisors can be found in the age of AI search

Search is changing faster than ever—and it’s not just about Google anymore. As AI-powered platforms like ChatGPT and Perplexity reshape how travelers look for information, the rules of online visibility are shifting. In this conversation, Brianna Glenn and SEO strategist Meg Clarke of Clapping Dog Media break down what travel advisors need to know to stay discoverable. From optimizing for engagement and authority to showing up consistently across platforms, Meg shares practical steps to help you stand out in the age of AI search.

Learn more about Meg: https://clappingdogmedia.com/

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1 month ago
42 minutes 51 seconds

Masters in Travel
Ep 244 What travel advisors need to know about Seville [from The Hivemind Podcast]

This week, we are previewing an episode from newly launched The Hivemind Podcast. For more episodes like this, add it to your weekly podcast roundup (new episodes release on Thursdays.)

Seville embodies what travelers imagine when they think of ‘classic Spain’—flamenco, tapas, Moorish palaces, and lively plazas. Sam Lister, Founder & CEO at Tailormade, shares why this southern city is both a cultural icon and a versatile base for travel advisors planning Spain. From must-sees like the Cathedral and Alcázar to unique experiences like flamenco jam sessions, tapas in local barrios, and art restoration studios, Sevilla offers something for every client profile. Learn how to structure itineraries, when to avoid the summer heat, and why 4–5 nights in Seville unlock both the city and its rich day-trip options, from Córdoba to Ronda, Cádiz, and jamón farms.

Learn more at: https://www.thehive.travel/podcast-posts/the-essentials-seville

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1 month ago
48 minutes 16 seconds

Masters in Travel
Ep 243 Introduction to Brava

In this episode, Whitney sits down with Jeremy Sulek—CEO/Owner of Jetset World Travel and founder of Brava—to unpack a new, advisor-first approach to commissions. Brava aims to decouple commission payments from host agencies so advisors can own their bookings, get paid faster, and give suppliers clear visibility into which advisors are actually driving sales. They discuss why the current agency-centered system creates misaligned incentives, and how shifting to advisor ownership unlocks flexibility, transparency, and growth.

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1 month ago
50 minutes 16 seconds

Masters in Travel
Ep 242 3 signs you’ve outgrown your business model

Many travel advisors hit a stage where their business is running, clients are happy, and revenue looks strong — but behind the scenes, it still feels harder than it should. In this solo episode, Brianna shares the three clear signs that you’ve outgrown your current business model and offers quick, practical wins to help you step into the next phase of growth. From recognizing when you’re the bottleneck, to patching hidden leaks in your workflows, to aligning your marketing with the business you’re really running, this episode is designed to help you lighten the load and reclaim your role as CEO.

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2 months ago
30 minutes 36 seconds

Masters in Travel
Ep 241 Building a Team

When your calendar is full but your goals are bigger, something has to change. In this candid conversation, Ali Raymer (Picture This Travel) shares how she scaled from solo advisor to leading a 6-person team—owning mistakes, codifying training, and letting go of control to protect life outside of work. Expect practical frameworks, real client-experience lessons, and permission to build the support you need to grow sustainably.

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2 months ago
54 minutes 1 second

Masters in Travel
Ep 240 Shop Talk: Biz Huddle, AI trends, how to scale without burnout

And we're back with newly recorded content! Picking up with a Shop Talk check in. We unpack the difference between trip operations and business operations, how project tools like Asana and ClickUp can run an entire agency, and why protecting client data with clear roles is non-negotiable. Plus: Brianna shares fresh takeaways from the Biz Huddle conference and strategies to make your content more discoverable in the AI era.

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2 months ago
49 minutes 14 seconds

Masters in Travel
Ep 239 [REPLAY} Client Experience Series: Five areas of business that impact a client's experience

In this second episode of our 4-part client experience series, we explore five top areas of business that impact any client's experience working with you: service offering, aesthetics, communication, systems, and attracting new clients. Do a self-audit on your travel business with this episode, and hear our experiences and advice as you consider these vital parts of your business and how to improve each of them.


*For the next few weeks, enjoy replays of listener favorite episodes that were previously behind a paywall. We will be back soon with newly-recorded content.

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2 months ago
57 minutes 39 seconds

Masters in Travel
Ep 238 [REPLAY] Client Experience Series: Branding Experience is Client Experience

Today premiers the first episode of our 4-part Client Experience Series! Join us as we explore all the ins and outs of creating a memorable, signature client experience. This week, we are talking about how your brand experience impacts the client experience more than you may realize. Learn to define your business purpose, gauge a client's expectations, and create memorable memories from the first moment the learn about you to the post-trip check-in.


*For the next few weeks, enjoy replays of listener favorite episodes that were previously behind a paywall. We will be back soon with newly-recorded content.

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3 months ago
48 minutes 44 seconds

Masters in Travel
Ep 237 [REPLAY] How to host client events as a marketing strategy

Join Brianna as she chats with Megan Vatnsdal, the passionate entrepreneur behind Onyx and Evergreen Travel, to discuss the ins and outs of attracting new clients and crafting value in our sometimes competitive industry. They explore marketing, but with a twist – how to use events as a way to showcase your value and serve as a catalyst for travel business growth. Plus, they also chat about mentorship, networking, and growing into your entrepreneurial mindset.


*For the next few weeks, enjoy replays of listener favorite episodes that were previously behind a paywall. We will be back soon with newly-recorded content.

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3 months ago
47 minutes 26 seconds

Masters in Travel
Ep 236 [REPLAY] Increase sales in your travel business without that "sales ick"

Love travel and planning it, but hate the sales part? In this episode, Brianna and guest Glenda from The Art of Selling Travel delve into the art of sales and client relations. Glenda shares her seasoned approach to pricing negotiations and reframing rejection, all while maintaining an authentic human connection. She provides invaluable insights on asking the right questions and building rapport that help build connections with clients. Through this candid discussion and personal stories, they unravel the complexities of selling travel experiences, advocating the power of conversation over assumption.


*For the next few weeks, enjoy replays of listener favorite episodes that were previously behind a paywall. We will be back soon with newly-recorded content.

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3 months ago
1 hour 1 minute 5 seconds

Masters in Travel
Ep 235 [REPLAY] How to find the best host agency fit for your travel business

Host agencies...how do you find the right fit for you? Whitney delves into this world with special guest Steph Lee, the founder of Host Agency Reviews. They discuss the importance of transparency in the travel industry, the challenges and opportunities that come with reviewing host agencies, and tips for travel advisors on switching host entities. Steph shares her personal journey from managing a host agency to creating a vital industry resource that helps travel professionals make informed decisions based on honest reviews and comprehensive directories.

Get Brianna's free "Branding Your First Impression" webinar: https://mastersintravel.myflodesk.com/dmyliai2lk

*For the next few weeks, enjoy replays of listener favorite episodes that were previously behind a paywall. We will be back soon with newly-recorded content.

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3 months ago
54 minutes 44 seconds

Masters in Travel
Ep 234 [REPLAY] The secret of specialization and becoming a destination expert

Is there a certain part of the world that tugs at your heart strings? If you want to learn more about developing a travel planning niche, this is the episode for you! Brianna chats with Lori Gold, the travel savant behind Mexperts, who has built an impressive career curating personalized trips in the Mexican Caribbean AND as an expert advisor with resources to share. Lori shares her evolution from a generalist travel agent to a specialized advisor, the challenges of entrepreneurship, and how her love for the Mexican Caribbean fueled her niche expertise. From this discussion, you'll gain insights on the importance of passion in your work, the possibility of becoming an expert that can support other advisors, and how your career can take unexpected turns.

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4 months ago
44 minutes 38 seconds

Masters in Travel
Ep 233 [REPLAY] How to harness the power of lead magnets and email marketing to grow your business

In this episode of Masters in Travel, Whitney dives into the art of marketing with the experienced Kaytee Fisher, founder of Moxie & Fourth, and guru about all things email marketing for travel advisors. They dissect the strategic layers of marketing: the importance of understanding your target audience, the value of consistency, and tools and tricks for upping engagement. Plus, Kaytee shares her insights on the balance between using various marketing platforms and concentrating on a few that yield the highest ROI. Whether you are just starting as a new advisor and need the basics, or are a seasoned advisor who needs some marketing fine-tuning, this episode has insights for you!

*For the next few weeks, enjoy replays of listener favorite episodes that were previously behind a paywall. We will be back soon with newly-recorded content.

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4 months ago
1 hour 6 minutes 26 seconds

Masters in Travel
Ep 232 [REPLAY] How to plan a self-guided FAM trip

In this insightful episode, Brianna and special guest Kate Sullivan peel back the curtain on the concept of self-fam trips in the travel advisory world. From their personal experiences to the nuances of independent hotel site inspections and strategic relationship building, they offer a deep dive into the professional benefits and challenges of self-organizing familiarization trips. Plus, they discuss the intricacies of planning, executing, and capitalizing on these experiences to enhance their service offerings and bolster their expertise in the luxury travel market.

*For the next few weeks, enjoy replays of listener favorite episodes that were previously behind a paywall. We will be back soon with newly-recorded content.

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4 months ago
58 minutes 28 seconds

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!