All Episodes

August 23, 2023 39 mins

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

 

Mark as Played

Advertise With Us

Popular Podcasts

On Purpose with Jay Shetty

On Purpose with Jay Shetty

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

Stuff You Should Know

Stuff You Should Know

If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

The Joe Rogan Experience

The Joe Rogan Experience

The official podcast of comedian Joe Rogan.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.