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Masters in Travel: Daily Summaries Delivered
by Whitney Shindelar and Brianna Glenn
Join Whitney & Brianna as they explore how successful travel advisors grow travel businesses and what advice 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.
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- Today39 min
278 What Travel Advisors Can Learn From Aman-Level Luxury Hospitality
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 true luxury looks like behind the scenes, from anticipating client needs to understanding the operational realities that shape a hotel stay. Olivia shares how her time at Aman taught her to communicate more clearly, advocate more thoughtfully, and view hotels as collaborative partners rather than simple suppliers. This conversation is a reminder that luxury travel is not just about beautiful rooms or impressive amenities. It is about care, nuance, relationships, and the small details that make clients feel deeply seen.
- 1 weeks ago29 min
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 competitive advantages, but only when it is used with purpose. She also shares her approach to daily storytelling, identifying anchor moments, using honest reactions as content, and extending a trip into a 90-day content window. This episode is a practical reminder that the most valuable content often starts before the trip begins and continues long after the suitcase is unpacked.
- 2 weeks ago40 min
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 circuits, and active travel experiences, Whitney and Kate explore how travel advisors can ask better questions and better understand what clients are really seeking. They also discuss the importance of expectation setting, from knowing whether a treatment happens in a true spa or in-room to understanding whether a client should plan for one hour or an entire afternoon. For travel advisors, this episode is a reminder that wellness is not one-size-fits-all, and that the details can make all the difference in matching the right client to the right experience.
- 3 weeks ago1h 14m
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 hotel marketing and on-the-ground reality, and how Travel Advisors can better evaluate properties beyond surface-level claims. Throughout, clear patterns emerge around what thoughtful hospitality looks like for families versus what simply checks a box. Travel Advisors will walk away with a sharper lens for identifying, positioning, and confidently recommending family-friendly hotels.Explore more hotel comparison and destination deep-dive episodes on The Hivemind Podcast at https://www.thehive.travel/podcast
- 4 weeks ago33 min
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, 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.
- May 12, 202639 min
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 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.
- May 5, 202654 min
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 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.
- Apr 28, 202647 min
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 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.
About Masters in Travel
Join Whitney & Brianna as they explore how successful travel advisors grow travel businesses and what advice 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.
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