Recent content 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...

A conversation between Matt Landau and Clair Nalezny, co-owner of Cascade Vacation Rentals, 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...

A conversation between Jack Zoppa, 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: [email protected]

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A conversation between Ryan Rabideau 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: [email protected] How Haven Vacation Rentals Hit 90...

Over the 10 years as we have run our short-term rental business a key attitude that I have held is that this work is a calling. And along with that, has been a mindset that we are hosting friends, not customers. I like to say 'every guest is a potential new friend'. When I think of our...

From an industry colleague...

In chats with @vgangas I've been trying to put my finger a certain genre of leaders who -- opposite to commodity businesses -- operate from a deeper, more personal, more sacred reason for doing what they do. As Valerie put it, "higher vibes" like something special is happening here. Sacred...

Over the years I've watched the vacation rental industry become very corporate... From private equity in suits to property management companies scaling and going public to regulatory battles with lawmakers driven by billion dollar behemoths, to simple pursuits for standardization overriding the...

Brilliantly said

Needed to bump this thread up as last weekend a tenant attempted to short term rent their home under the radar and guess who discovered? Your fearless vacation rental marketing leader! LOLOL

After we completed our first gang intervention in Panama, we did an exercise in creative destruction where we smashed our business model on the floor (metaphorically) into a bunch of tiny pieces. There was something cathartic about creatively destroying version 1.0 that had worked well enough...

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 www.heregoesnothin.com and learn more about the upcoming retreat at www.heregoesnothin.com/costarica.

Just came across this researching something else and LOVE how it prompts people to get into a different mindset when staying with you Megan. This is marketing!

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...