Is The Juice Worth The Squeeze? with Rena Pacheco-Theard
Release Date: 06/02/2026
Is The Juice Worth The Squeeze? with Rena Pacheco-Theard
Unlocked by Matt Landau
What happens when the thing you built no longer feels aligned with where you’re meant to go? In this episode, Matt sits down with , CEO & Co-Founder of , for an honest conversation about transformation, calculated risk, and the difficult decisions that come with growth. After years balancing technology, property management, and relentless entrepreneurship, Rena found herself asking a deceptively simple question: Is the juice worth the squeeze? Together, they explore what it means to let go of a successful chapter in order to create space for the next one. Navigating uncertainty, trusting...
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Visionary with Chris Hynes
Unlocked by Matt Landau
In this episode, , Co-Founder and CTO of , joins Matt Landau for a wide-ranging conversation on public speaking, self-discovery, leadership, and the human side of AI. From Toastmasters lessons and storytelling breakthroughs to leading engineering teams through uncertainty, Chris shares how creativity, emotional awareness, and repetition shape both personal growth and company culture. Together, they explore how AI is accelerating innovation in the vacation rental industry while also pushing leaders to reconnect with their voice, values, and sense of purpose.
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The Next Level with Ryan Casey
Unlocked by Matt Landau
A thoughtful conversation between Ryan Casey, CTO & Principal of Lighthouse Vacations, and Matt Landau on navigating the tension between fear and opportunity in the age of AI, through the lens of hospitality, leadership, and purpose. From unpacking public skepticism around AI to practical, real-world applications inside a vacation rental business, Ryan shares a grounded perspective: don’t chase hype.. start with your mission. The discussion explores how technology should enhance, not replace, what makes hospitality meaningful, highlighting concepts like “front porch hospitality,”...
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Leading Into The Unknown with Clair Stoddard
Unlocked by Matt Landau
A conversation between Matt Landau and , co-owner of , on the power of stepping into the unknown—where growth, leadership, and authenticity truly begin. From career-defining leaps of faith to redefining “failure” as a pathway to opportunity, Clair shares how embracing uncertainty shaped her journey from hospitality operator to co-owner. Together, they explore how nature, human connection, and curiosity can ground us in an increasingly automated world—and why the most powerful leadership skill today may be the willingness to not have all the answers. This episode dives into...
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Hospitality Output with Jack Zoppa
Unlocked by Matt Landau
A conversation between , CEO of Haven Vacation Rentals, and Matt Landau on turning AI experiments into real business advantage—where agents, automation, and clear vision unlock scale, while human connection remains the true differentiator. Reach out to Matt directly:
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Inflection Points with Alex Zemianek
Unlocked by Matt Landau
A conversation between , a full-time dad, husband, and owner of JZ Properties and JZ Vacation Rentals, and Matt Landau on navigating the uncertainty of AI while staying grounded in what matters most: family, purpose, and authentic leadership in business. From raising kids in a rapidly changing world to building a values-driven vacation rental company, Alex shares a refreshing perspective on using technology not out of fear—but as a tool to enhance human connection, hospitality, and meaningful impact. Reach out to Matt directly:
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The Paradigm Shift with Ryan Rabideau
Unlocked by Matt Landau
A conversation between and Matt Landau on standing at the edge of a new paradigm: where AI reshapes how we work, create, and lead, and invites us to rediscover what it means to be human in business. Reach out to Matt directly: How Haven Vacation Rentals Hit 90 Percent Automation and Got Airbnb Knocking on Their Door (2026 Update). .
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Big Announcement from Matt
Unlocked by Matt Landau
We’re in between seasons of Unlocked, which means something new must be brewing! In this episode, Matt shares details about his new business creative community Here Goes Nothin. You can sign up at and learn more about the upcoming retreat at .
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Shifting To Unlimited with Pamela Quinn
Unlocked by Matt Landau
This episode features Pamela Quinn, the Chief Experience Officer at LakeDays.Rentals. Pamela and Matt talk about purpose and vision, and how to align your team with them. They talk about how to get things done and the role of creativity in the process. This episode is brought to you in partnership with OwnerRez, , a property management software that covers small homeowners and large PMs alike. If you would like to join Matt, and over 1200 of the most creative Vacation Rental operators in the world, head over to .
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The Next Big Leap with Dixie Taylor
Unlocked by Matt Landau
This episode features Dixie Taylor, Director of Operations at Current Tides Vacation Rentals in Alabama. This episode discusses the significant leap Dixie took when she left her old "gig". The episode emphasizes recognizing when to step into the unknown, into something new ... This episode is brought to you in partnership with OwnerRez, , a property management software that covers small homeowners and large PMs alike. If you would like to join Matt, and over 1200 of the most creative Vacation Rental operators in the world, head over to .
info_outlineWhat happens when the thing you built no longer feels aligned with where you’re meant to go?
In this episode, Matt sits down with Rena Pacheco-Theard, CEO & Co-Founder of Boutiq, for an honest conversation about transformation, calculated risk, and the difficult decisions that come with growth.
After years balancing technology, property management, and relentless entrepreneurship, Rena found herself asking a deceptively simple question: Is the juice worth the squeeze?
Together, they explore what it means to let go of a successful chapter in order to create space for the next one. Navigating uncertainty, trusting intuition over external validation, and redefining leadership in a world increasingly shaped by AI, rapid change, and human complexity.
From career pivots and ethical business building to community, motherhood, mentorship, and the search for meaningful impact, this conversation dives into what success really looks like when you stop measuring it by growth alone.
Because sometimes the next level isn’t doing more.
It’s getting honest about what’s actually worth building.