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Episode 50: Top 10 Vacation Rental Mistakes Podcast - Andy Newman, Newman Hospitality

Episode 50: Andy Newman, Newman Hospitality

Welcome to The Vintory Podcast: Top 10 Mistakes. In Episode 50 of the Vintory Podcast, Brooke Pfautz connects with Andy Newman, founder & CEO of Newman Hospitality, to explore his unconventional journey from finance to short-term rentals—and the top 10 mistakes that shaped his path.

After spending 28 years as a portfolio manager, a vacation through Europe in 2012 introduced Andy to Airbnb—not just as a guest, but as an opportunity. What began as a favor for friends and family quickly evolved into a thriving business. Just 18 months later, Andy launched Newman Hospitality in 2014.

Now, with a deep focus on helping investors integrate STR strategies into their portfolios, Andy combines financial acumen with real-world hosting experience to drive scalable success. In this episode, he reflects on the missteps, mindset shifts, and operational lessons that helped him evolve from a solo host to a strategic industry leader.

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Episode 49: Top 10 Vacation Rental Mistakes Podcast - Rachel Alday, Abode Luxury Rentals

Episode 49: Rachel Alday, Abode Luxury Rentals

Welcome to The Vintory Podcast: Top 10 Mistakes. In Episode 49 of the Vintory Podcast, we chat with Rachel Alday, co-founder of Abode Luxury Rentals, who—along with her husband Rob—has built one of the most respected high-end property management companies in the country. With over 200 luxury homes under management across Park City, Jackson Hole, and Sun Valley, Rachel brings a wealth of insight into what it takes to grow a purpose-driven, people-first vacation rental brand.

In this episode, Rachel reflects on the pivotal moments—not “mistakes,” but necessary learning curves, that shaped her path as a leader and entrepreneur. From operational challenges to moments of misalignment and growth through discomfort, Rachel shares how every step contributed to the company Abode is today.

Whether you’re just starting out or scaling a luxury portfolio, Rachel’s candid, values-led approach is something every operator should hear.

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Episode 48: Top 10 Vacation Rental Mistakes Podcast - Dawn Huff, Miss Kitty’s Fishing Getaways

Episode 48: Dawn Huff, Miss Kitty’s Fishing Getaways

Welcome to The Vintory Podcast: Top 10 Mistakes. In this new episode, we sit down with Dawn Huff, a seasoned vacation rental entrepreneur with a passion for the outdoors and a legacy in the waterfront rental market.

Dawn shares the top 10 mistakes she made during her journey as the founder of Miss Kitty’s Fishing Getaways, a beloved property management company built for fishing enthusiasts along the Texas coast. From launching the business in 2003 to selling it in 2022, Dawn reflects on the hard lessons, the turning points, and the relationships that helped shape her path.

Now the founder and operator of Eagle’s Nest RV Park, Dawn brings a fresh perspective to outdoor hospitality, shaped by her past experiences and deep connection to nature.

If you’re navigating growth, transitions, or thinking about long-term exit strategies, Dawn’s story will resonate deeply.

Enjoy!

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Episode 47: Top 10 Vacation Rental Mistakes Podcast - Chris Walker, founder of Luxury Homes of Hilton Head

Episode 47: Chris Walker, Luxury Homes of Hilton Head

Welcome to The Vintory Podcast: Top 10 Mistakes. In this new episode, we are joined by Chris Walker, founder of Luxury Homes of Hilton Head and a real estate expert with over 20 years of experience in the luxury property market.

Chris has spent decades navigating the high-end real estate and vacation rental space on Hilton Head Island, and in this episode, he shares the top 10 mistakes he’s made along the way and the game-changing lessons they taught him.

From underestimating owner expectations to navigating luxury guest demands and learning the hard way about scaling operations, this episode is packed with real-world insights for anyone managing or marketing high-end vacation rentals.

Enjoy!

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Episode 46: Top 10 Vacation Rental Mistakes Podcast - Brian Zerges, CEO of Finger Lakes Premier Properties

Episode 46: Brian Zerges, Finger Lakes Premier Properties

Welcome to The Vintory Podcast: Top 10 Mistakes. In this new episode, we sit down with Brian Zerges, CEO of Finger Lakes Premier Properties, who brings over three decades of experience in the vacation rental industry to the mic. After 32 years navigating the ups and downs of property management, Brian gets candid about the top 10 mistakes he’s made and the lessons each one taught him. From early tech missteps to leadership challenges and scaling stumbles, this episode is packed with actionable insights for operators at every stage of their journey. Enjoy!

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Episode 45: Top 10 Vacation Rental Mistakes Podcast - JJ King, co-founder of Beachside Vacation Rentals

Episode 45: JJ King, Beachside Vacation Rentals

Welcome to The Vintory Podcast: Top 10 Mistakes. In Episode 45 of the Vintory Podcast, we sit down with JJ King, co-founder of Beachside Vacation Rentals, for an unfiltered look into the top 10 mistakes he’s made in his vacation rental journey, and how each one became a critical learning experience. Enjoy!

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