Behind the Stays

She Wanted to Be a Cat, a Vet, or an Anesthesiologist — So, Naturally, She Got into Vacation Rentals


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Meet Meaghan Moylan, Executive Director of Outpost — a Vacation Rental and Property Management company located in Jackson Hole, Wyoming. 

If you were to have asked Meaghan what she wanted to be when she grew up, she would have told you a cat, a veterinarian, a nurse, or a lawyer — depending on whether she was 3, 10, 15, or 18. 

As fate would have it, Meaghan did not become any of the aforementioned and, after graduating from college with a degree in public relations, decided she was going to move to Thailand to teach English. One night at a bonfire she was telling an acquaintance about her plans to move abroad when said acquaintance asked her if she’d ever considered working in hospitality.

She hadn’t…but that night, Meaghan went home and, on a total whim, applied for a job at 360 Blue, one of the most respected, luxury vacation rental companies in the country…and, well, she got the job and almost 10 years later, Meaghan has become one of the most interesting and influential young voices in the industry.

In this chat, Meaghan and I discuss:

  • Opportunities she sees for young entrepreneurs to build great businesses in and around vacation rentals
  • What the quote-on-quote “Instagram Airbnb Host” can learn from professional operators (and vice-versa)
  • Her new love of podcasting
  • Hot takes she has on the future of hospitality 
  • And so much more…
  • Connect with Meaghan on LinkedIn

    Learn more about Outpost

    Stream Workflows and Espressos 

    Follow Corporate Natalie on Instagram 

    This episode is brought to you by our friends at Valcove Hospitality


    Valcove Hospitality enables you to have a dedicated assistant available 24/7 who can help with everything from email comms to responding to Karen — and they make this all possible at a fraction of the cost of a full-time employee. 

    Whether you’re managing 10 properties or scaling up to 150, Valcove's experienced team is ready to help you streamline your operations. Say goodbye to the endless cycle of hiring and training staff, and say hello to seamless efficiency.

    With flexible partnership options tailored to your needs, Valcove offers 24/7 support, or a custom schedule that fits your business. And with a straightforward hourly rate of just $9.95/hour for your entire portfolio, you always know what to expect on your bill - no surprises, just dependable, transparent service.

    The team at Valcove is offering 'Behind the Stays' listeners, like you, an exclusive offer. Use the code BEHINDTHESTAYS50 to get 50% off your first month with Valcove Hospitality

    Have you signed up for Ping yet?

    Ping makes it easy for guests to be notified when their favorite Airbnbs become available — and it's the secret tool the best Airbnb hosts use to maximize bookings.

    Sign up today at bnbping.com

    About the Show

    Behind the Stays is brought to you twice a week by Sponstayneous — a free, biweekly newsletter that brings subscribers the best last-minute deals and upcoming steals on Airbnb.  

    You can subscribe, for free, at www.sponstayneous.com

    Behind the Stays is hosted by Zach Busekrus, co-founder of Sponstayneous, you can connect with him on Twitter at @zboozee.

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    Behind the StaysBy Zach Busekrus

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