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55. Ashley Theis - The Constant Wayfarer, Luxury Travel Advisor

Courageous Dreamers Win

Release Date: 08/23/2023

10. Courageous Solo Travel (for Women) show art 10. Courageous Solo Travel (for Women)

Courageous Dreamers Win

Solo travel can be one of the most radical ways a woman learns to trust herself, hear herself, and build a life that actually fits.   In this episode, Nesha Pai shares how a solo trip to Paris turned into part-time living, and why she believes every woman should try traveling alone at least once. She talks about the years of intentional choices that made this possible, from starting her own business to setting aside $25 at a time for a travel fund. None of it happened overnight. But over time, it added up to something bigger: a life designed with purpose.   What happens when you give...

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09. The Proximity Effect show art 09. The Proximity Effect

Courageous Dreamers Win

Your growth will never outpace your environment.   In this episode, Nesha Pai breaks down why proximity is power, and how the people you spend time with are quietly shaping your mindset, energy, and success. If you’ve ever felt stuck, uninspired, or like your dreams are “too much” for the people around you, it might be time to audit your circle.   From redefining her own champion circle to building a business rooted in aligned relationships, Nesha shares personal stories and practical steps for finding the right rooms and protecting your energy. You’ll learn how to shift your...

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08. The Alchemy of Clarity show art 08. The Alchemy of Clarity

Courageous Dreamers Win

Clarity isn’t about having all the answers; it’s about finally hearing the truth that’s been waiting inside you.   What if the fog you keep running into isn’t a barrier, but an invitation? In this episode, Nesha Pai sits down with Emily Paul, the founder of Aum Holistic Healing Arts, to talk about what it really means to come home to yourself. Through her work rooted in Daoism, alchemy, and intuitive guidance, Emily helps people reconnect with their purpose, not by chasing something outside themselves, but by learning to listen inward.   Nesha and Emily discuss how clarity...

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07. Build Your Courage Through Fear show art 07. Build Your Courage Through Fear

Courageous Dreamers Win

Confidence doesn’t come first. You earn it by doing the things that scare you.   Fear has a way of showing up right before something meaningful. So how do you move forward when it feels safer to stay still? In this episode, Nesha Pai talks about the power of courage and why doing the hard, scary things is the only way to build real confidence.   Through stories of joining an MMA gym, performing in a dance competition, and traveling solo, she shares how pushing past fear changed her from the inside out. You’ll learn simple ways to take action, even when your nerves tell you not...

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06. SELF-LOVE Isn’t Selfish show art 06. SELF-LOVE Isn’t Selfish

Courageous Dreamers Win

Self-love isn’t a luxury or a trend. It’s a daily decision to treat yourself with the same kindness you offer everyone else. In this episode, Nesha Pai breaks down what self-love truly means and why it’s central to living a fulfilling life. She reflects on her own upbringing in East Tennessee, where societal pressures made self-acceptance difficult, and shares how learning to turn inward with grace and honesty changed everything.   Nesha challenges the idea that self-love is about bubble baths and affirmations. Instead, she reframes it as an ongoing practice built on how we think,...

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05. Getting LIT with Dr. Jeff Karp show art 05. Getting LIT with Dr. Jeff Karp

Courageous Dreamers Win

Your mind is your most powerful tool. Nesha Pai welcomes Dr. Jeff Karp, a Harvard Medical School professor and author of “LIT: Life Ignition Tools,” to talk about how small, intentional shifts can spark creativity, resilience, and meaningful change.   The key to a more fulfilling life isn’t about doing more, but about thinking differently. Dr. Karp explains how simple daily choices—setting an intention, embracing failure, and staying present—can open doors to unexpected growth. He reflects on his own struggles with learning and self-doubt, revealing how they shaped his...

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04. Make Gratitude A Habit show art 04. Make Gratitude A Habit

Courageous Dreamers Win

Gratitude shapes the way we see our challenges, our progress, and the road ahead. But how often do we actually pause and acknowledge how far we’ve come? Nesha Pai explores how gratitude and self-reflection can shift your mindset and help you find meaning in both the highs and the lows. She reminds us that gratitude isn’t reserved for big wins. It’s found in the small, everyday moments that often go unnoticed. What if paying attention to those moments could change the way you experience life? Self-reflection plays a key role in this process, offering a chance to recognize growth, learn...

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03. How My Part Time Paris Living Dream Became A Reality show art 03. How My Part Time Paris Living Dream Became A Reality

Courageous Dreamers Win

Most people think long-term travel is out of reach, but what if the biggest obstacle is just figuring out how to make it happen? Nesha Pai always dreamed of living in Paris, but for years, life got in the way—work, family, responsibilities. Sound familiar? In this episode, she shares how she stopped waiting for the perfect time and started creating a plan. She breaks down the practical steps that turned her three-month stay in Paris into reality, from building a remote business to shifting financial priorities and setting a clear budget. Nesha also introduces the dream map, a tool designed...

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02. Put Your Dreams Into Action show art 02. Put Your Dreams Into Action

Courageous Dreamers Win

Most people dream, but only a few take the bold, consistent actions needed to turn those dreams into reality. Are you ready to be one of them? Nesha Pai is indeed back, and in this episode, she talks about the foundational elements that help transform dreams into success. She breaks it down into four key pillars: courage, clarity, commitment, and champions. Courage drives action, clarity provides the roadmap, commitment ensures steady progress, and champions offer essential support along the way. Pointing out that only 8% of people achieve their dreams, Nesha showcases the power of intentional...

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01. How Do Courageous Dreamers Win? show art 01. How Do Courageous Dreamers Win?

Courageous Dreamers Win

Dreaming big isn’t easy, but with courage, clarity, commitment, and champions, it’s always possible. In this first episode of Courageous Dreamers Win, Nesha Pai opens up about the resilience required to chase a clear life vision, even when life throws its hardest challenges. Reflecting on her journey through personal loss, illness, and rebranding her podcast, Nesha points out how staying committed to your dreams can turn even the toughest storms into stepping stones. Nesha introduces four essential pillars—clarity, courage, commitment, and champions—that can help you build the life you...

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In this episode, host Nesha Pai engages in a heartfelt conversation with Ashley Theis, renowned as The Constant Wayfarer. Their conversation dives into Ashley's remarkable journey as a travel concierge and the hurdles she overcame while building her own enterprise. Unveiling the misconceptions surrounding travel agents, Ashley explains the invaluable contributions they make to the happiness of their clientele. 

Ashley's journey testifies to the strength of pursuing passion and embracing risks. After working in various jobs, she courageously pursued her dream of becoming a travel advisor. The genesis of her agency, The Constant Wayfarer, was met with skepticism, yet her unwavering commitment to curating exceptional travel experiences for clients triumphed.  

What elevates Ashley as a travel concierge is her methodology and meticulous attention to detail. Every client’s wants and needs are understood, from travel predilections to bucket-list aspirations. Leveraging an extensive network of travel partners and local liaisons, Ashley ensures each journey is tailored to the individual. From itinerary curation to seamless bookings, she unburdens clients from the hassles of travel logistics, allowing them to enjoy every moment of their well-earned vacations.

Ashley's story only reiterates that success is measured not solely by conventional metrics, but by the impact on others and the gratification of pursuing your dreams. 

Quotes:

  • “And I'm very thankful that I have parents who are also small business owners. My dad's been a photographer for, gosh, 50 years or whatever. And he was like, the worst thing that could happen is it fails. And if it fails, you'll survive and you'll figure something else out. And you'll do that. But it never hurts to try.” (4:25 | Ashley)

  • “I'm very thankful that I had the privilege to have a family to fall back on to be in their house for much longer than I intended. And when the middle of 2020 hit, and the full time job decided that they needed to essentially lay people off, I took that as my opportunity to leave and actually, like, basically volunteered myself to do that. So emotionally, it was absolutely the most stressful time I've ever been in. But I'm so so grateful for it. Because if it hadn't happened the way it was,, I don't know if I would have been able to be full time at that point.” (09:28| Ashley)

  • “And just having that on the ground experience is super important. And then it helps in the sense of once I actually am sending clients, I can be like, this is where I stayed. You will love it for X, Y, Z reasons. Make sure you talk to this concierge. She's the best. Like those kinds of notes are always invaluable for my clients. And I think some of my clients come to me because they don't have the time. Some come to me because it's a destination that they're just maybe intimidated by. And some come to me because they want access to the local partners we use and the hotels that we partner with to give them VIP amenities.”  (23:50 | Ashley) 

  • “I didn't want to sit and wait around to explore the world until I had a partner to do so. I wanted to capitalize on the time I had in my singlehood to explore and see all the things I could.” (26:29 | Ashley) 


Connect with Ashley Theis:

Website | https://theconstantwayfarer.com/

Instagram | https://www.instagram.com/theconstantwayfarer/

 

Connect with Nesha: 

Instagram | https://www.instagram.com/neshapai/
Youtube | https://www.youtube.com/@neshapai1480/videos

Buy a copy of Nesha's book, Overcoming Ordinary Obstacles: https://www.amazon.com/dp/1943070741?ref_=cm_sw_r_cp_ud_dp_KEGQ1539QQ5N8Z8XHRNC



Podcast production and show notes provided by HiveCast.fm