Today we're speaking with Kathleen, a writer and single mother who transformed six acres of Vermont farmland into something much more profound than a business strategy. What began as a practical solution—making the land pay for itself after moving from affluent Marin County to rural Vermont—has evolved into a masterclass in heart-centered hospitality and the radical act of leading with generosity of spirit.

From the community barn raising that erected her yurt to the profound connections she's discovered through hosting strangers, Kathleen's story challenges everything we think we know about successful hospitality. She's created a unicorn experience not through Egyptian cotton sheets or high-end finishes, but through intentionality, care, and what she calls "tending"—the art of creating spaces where people can exhale into beauty and belonging.

In our conversation, we explore how suffering can deepen our capacity for connection, why clear is kind when setting boundaries, and how a generosity of spirit can transform both host and guest. We'll discuss the difference between transactional and relational hosting, why Target sheets can create luxury experiences, and how our current culture's emphasis on protection over connection might be keeping us from the very experiences we crave most.

Whether you're just starting your hosting journey or questioning how to maintain heart in an increasingly competitive market, this conversation offers a different path—one that suggests the way we show up is what determines what comes back to us, and that maybe, just maybe, most people are good at their core.

Instagram: @vermont.retreat

Website: https://www.thevermontretreat.com

Cozy Rock Cabin: https://staycozycabin.holidayfuture.com/listings/311027
Cozy Camp Sebec: https://staycozycabin.holidayfuture.com/listings/311051
Cozy Rock Website: http://www.staycozycabin.com

YouTube Channel: https://www.youtube.com/channel/UC_FgMwAgvORd1IwlH1nlC9g

Today we're speaking with Chase, who has taken the concept of rapid scaling to a whole new level. In just five years, he's gone from buying his first cabin in Running Springs, California, to owning eight properties across multiple states—all while maintaining a full-time career as a loan officer and raising a family. What started as a weekend retreat they could barely use because it kept getting booked has evolved into a sophisticated development and investment strategy that includes land hacking, private money raising, and even flipping Teslas to fund cabin purchases.

From adding patina to brand-new renovations with personal record collections to creating secret amenities that delight guests through treasure hunts, Chase has mastered both the emotional and financial sides of the cabin business. We'll explore his three-role framework of visionary, manager, and technician, why he believes cabins should be about intentional experiences rather than convenience, and how strategic placement in established markets has allowed him to scale without heavy marketing investments.

Whether you're dreaming of your first cabin or wondering how to grow beyond your current portfolio, this conversation offers insights into the systems, partnerships, and mindset shifts that enable rapid growth while maintaining the magic that makes cabins special. Plus, we dive deep into unconventional marketing tactics, from color contrast theory in Airbnb photos to maximizing SEO across multiple booking platforms.

Instagram: @lightfootcabin

Booking Site: https://charifavacationrentals.holidayfuture.com/all-listings

Cozy Rock Cabin: https://staycozycabin.holidayfuture.com/listings/311027
Cozy Camp Sebec: https://staycozycabin.holidayfuture.com/listings/311051
Cozy Rock Website: http://www.staycozycabin.com

YouTube Channel: https://www.youtube.com/channel/UC_FgMwAgvORd1IwlH1nlC9g