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The Travel Advisor Life

The Travel Advisor Life

Di: Amy Westerman
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What does it really take to build a life and business you love in the travel industry? Amy Westerman has spent more than 27 years finding out, leading through 9/11, recessions, the rise of online booking, a global pandemic, and now AI. As founder of The Curated Travel Collection, one of the country's leading luxury host agencies, she's helped hundreds of entrepreneurs build travel businesses that support the lives they want to live.


The Travel Advisor Life is her honest conversation about entrepreneurship, reinvention, community, and creating freedom through business, for travel advisors, aspiring advisors, and anyone curious about what this life could look like. New episodes every Friday.

Hosted on Acast. See acast.com/privacy for more information.

Copyright The Travel Advisor Life 2026
Economia Gestione e leadership Leadership Ricerca del lavoro Scienze sociali Scrittura e commenti di viaggio Successo personale
  • Make Someday Today: You Don’t Have to Feel Ready to Start
    Oct 16 2026

    Welcome back to The Travel Advisor Life! In Episode 6, host Amy Westerman, Founder of Curated Travel Collection, explores one word that keeps people from pursuing their dreams: someday.


    Someday I'll start the business. Someday I'll make that change. Someday I'll have more confidence. But Amy explains that waiting until you feel completely ready can mean waiting forever.


    Drawing from her experience as a military spouse and first-time mother, Amy shares how she built a travel career around the life she actually had, without perfect timing or all the answers.


    She also reminds listeners that setbacks and pauses don't erase progress. Whether you're considering becoming a travel advisor or pursuing something new, the message is simple: confidence comes from action. Make someday today.


    In This Episode:


    [00:01] Are You Ready to Take the First Step? - Why you don't need to feel ready before starting.

    [01:02] The Danger of Someday - How waiting for perfect timing can keep you stuck.

    [02:02] Someday Isn't a Date - Why feeling completely ready rarely happens on its own.

    [02:49] Building Around Your Life - How Amy built a flexible career as a military spouse and mother.

    [03:42] Confidence Comes After Action - Why taking action creates confidence.

    [04:43] You Have to Do the Work - Training helps, but experience comes from doing.

    [05:37] Taking a Step Back Isn't Failure - Pausing doesn't erase the progress you've made.

    [06:33] Life Comes in Seasons - Why different seasons require different priorities.

    [07:23] The Pause Isn't the End - Stepping away doesn't mean starting over.

    [08:18] What Are You Waiting For? - Are you facing a real obstacle or waiting for fear to disappear?

    [09:13] What If You Had Waited? - The opportunities and relationships that might never have existed.

    [10:06] You're Closer to Ready Than You Think - Sometimes action creates the readiness you're waiting for.

    [10:54] Take One Small Step - Send the message, make the call, or ask the question.

    [11:44] Make Someday Today - Trying doesn't guarantee success, but waiting prevents possibility.

    [12:49] Keep Moving Forward - Amy encourages listeners to follow, review, and share.


    Why This Matters

    Waiting until everything feels perfect can become an endless cycle. There will always be reasons to delay: more knowledge, more money, better timing, or greater confidence.


    But confidence isn't something you always need before starting. It's something you build through action.

    Amy didn't begin her career under perfect circumstances. She built a business around her family and the uncertainty of military life.


    And progress doesn't have to be perfect. Sometimes you pause or take a step backward. That doesn't mean you've failed.

    “The pause isn't the end of the story. It's just a chapter in your story.”


    The important thing is taking that first step.


    Action Steps for Listeners
    • Identify something you've been putting off.
    • Ask yourself: What am I actually waiting for?
    • Stop expecting to know everything before starting.
    • Take one small step this week.
    • Remember that setbacks don't erase progress.
    • Build around the life you have today.
    • Make someday today.
    Resources & Links
    • Explore a career as a travel advisor: https://curatedtravelprofessionals.com
    • Curated Travel Collection: https://curatedtravelcollection.com


    Subscribe & Stay Connected

    Follow The Travel Advisor Life for more conversations about building a successful travel business and a meaningful life.

    Share this episode with someone waiting for the perfect time to begin.


    Remember: Travel is simply the vehicle. The life you build is the destination.

    Hosted on Acast. See acast.com/privacy for more information.

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    11 min
  • How We Got Through the Pandemic
    Oct 9 2026
    Welcome back to The Travel Advisor Life! In Episode 5, host Amy Westerman, Founder of Curated Travel Collection, shares how her company navigated one of the most challenging periods in travel industry history: the COVID-19 pandemic.When travel stopped, cruises were canceled, borders closed, and clients faced uncertainty. Amy's company experienced an immediate financial blow, with $264,000 in commissions recalled at one time. With hundreds of advisors and an 11-person support team depending on the business, Amy faced a defining leadership decision.Instead of waiting for better news, Amy chose transparency. She communicated openly, shared challenges, and discussed what was and wasn't working.Through honesty, relationships, and community support, advisors continued showing up for one another. When travel returned, many emerged stronger. Amy learned that people can handle bad news, but silence can destroy trust.In This Episode:[00:01] How We Got Through the Pandemic - The challenges Amy's company faced and the lessons that followed.[01:09] Leadership When There's No Good News - Leading while the travel industry was falling apart.[02:01] Looking Back at an Uncertain Time - How the pandemic continues to shape Amy's leadership.[02:58] When Travel Stopped - Canceled trips, closed borders, and uncertainty.[03:54] $264,000 Recalled Overnight - The financial impact and fear of the unknown.[04:53] A Defining Leadership Decision - Why Amy chose communication over silence.[05:37] Choosing Transparency - Sharing difficult news without having every answer.[06:34] The Good, the Bad & the Very Bad - Discussing challenges, team efforts, and setbacks.[07:27] People Can Handle Bad News - Why honesty matters more than perfect answers.[08:12] The Damage Silence Can Cause - How poor communication can weaken trust.[09:07] Transparency Builds Trust - Why imperfect honesty matters.[10:01] Finding Ways to Keep Moving - How advisors adapted and supported each other.[10:56] Community and Honesty Got Us Through - Why relationships helped sustain the business.[11:40] Coming Out Stronger - How engaged advisors emerged more resilient.[12:30] Direct, Honest Leadership - Amy's commitment to straightforward communication.[13:18] What Kind of Leader Do You Want to Be? - How the crisis shaped Amy's leadership approach.[14:08] You Don't Need All the Answers - Show up, tell the truth, and face challenges together.[14:52] Keep the Conversation Going - Follow, share, and stay connected.Why This MattersLeadership isn't only tested when business is growing. It's often revealed during uncertainty.Amy couldn't guarantee everything would work out, but she could communicate honestly and make sure her advisors weren't alone.Transparency strengthened trust, community kept people connected, and relationships helped advisors move forward.You don't need every answer before you communicate. Sometimes showing up honestly is the most important leadership decision you can make.Action Steps for ListenersCommunicate honestly during difficult times.Share what you know and what comes next.Remember that transparency doesn't require perfect answers.Stay connected to your community.Keep building relationships.Learn from setbacks and adapt.Ask yourself: How do I want to lead when things get hard?Resources & LinksExplore a career as a travel advisor: https://curatedtravelprofessionals.comCurated Travel Collection: https://curatedtravelcollection.comSubscribe & Stay ConnectedFollow The Travel Advisor Life for more conversations about building a successful travel business and meaningful life.Share this episode with someone navigating a difficult season.Remember: Travel is simply the vehicle. The life you build is the destination. Hosted on Acast. See acast.com/privacy for more information.
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    14 min
  • Is Becoming a Travel Advisor Right for You?
    Oct 2 2026

    Welcome back to The Travel Advisor Life! In Episode 4, host Amy Westerman, Founder of Curated Travel Collection, asks an important question for anyone considering this career: Is becoming a travel advisor actually right for you?


    Loving travel might be what first draws someone to the profession, but loving travel alone isn't enough. Enjoying your own vacations and creating meaningful travel experiences for other people are two very different things. At its core, travel advising is less about places and more about people, relationships, service, and building a real business.


    Drawing from 27 years in the industry, Amy shares the three questions she uses to identify people who are likely to thrive: Do you genuinely enjoy taking care of people, even when it's inconvenient? Are you willing to treat this like a real business from day one? And are you willing to become part of a community rather than trying to figure everything out alone?


    In This Episode:

    [00:01] Is becoming a travel advisor right for you?

    [00:51] What separates advisors who last

    [01:41] Making the right decision for your life

    [02:28] Loving travel isn't enough

    [03:20] Your clients won't always travel like you

    [04:02] Question #1: Do you genuinely enjoy taking care of people?

    [04:58] Service, details & the unexpected

    [05:45] When taking care of people energizes you

    [06:35] Question #2: Will you treat it like a real business?

    [07:29] Building something real

    [08:17] Why some advisors struggle

    [09:29] Question #3: Are you willing to be part of a community?

    [10:17] Showing up matters

    [11:23] You don't have to know everything

    [12:19] This industry runs on relationships

    [13:13] The three qualities that matter most

    [14:12] What's NOT on the list

    [15:09] What training can't easily teach you

    [15:59] When your life experience becomes your strength

    [16:56] The strength she didn't know she had

    [17:58] Ask yourself these three questions honestly

    [18:49] Explore what's possible


    Why This Matters

    Loving travel can spark your interest, but passion for destinations isn't what determines whether you'll build a lasting business. The profession is deeply rooted in people: remembering their preferences, helping when plans change, and sometimes solving problems that weren't your fault. It also means treating your work as a business—you don't have to begin full time, but you do need to approach it with intention. And you don't have to build it alone: community, coaching, and mentorship are some of the most important ingredients for sustainable growth.


    Action Steps for Listeners

    - Ask yourself honestly: Do I enjoy taking care of people even when it's inconvenient?

    - Am I willing to treat this like a real business instead of something I'm casually trying?

    - Am I open to building inside a community instead of figuring everything out alone?

    - Consider the skills you've developed outside travel: communication, organization, relationship-building, follow-up, attention to detail.

    - Don't assume that lacking a traditional business or sales background disqualifies you.

    - If your honest answer to all three questions is yes, explore the profession more seriously.


    Resources & Links

    Curious about what life as a travel advisor could look like? Learn more at https://curatedtravelprofessionals.com


    Curated Travel Collection

    https://curatedtravelcollection.com


    Subscribe & Stay Connected

    If you enjoyed this episode, follow The Travel Advisor Life so you don't miss what's next. And if you know someone who's been wondering whether this career might be right for them, share this episode and encourage them to ask themselves Amy's three questions.


    Remember: Travel is simply the vehicle. The life you build is the destination.

    Hosted on Acast. See acast.com/privacy for more information.

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    18 min
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