Short-term & vacation rental

I help operators own the guest relationship the OTAs are renting back to them.

Operator and strategist in the short-term and vacation rental industry since 2008. I spend most of my time building Reva. The rest goes to writing about where this industry is headed, to the podcast, and to a small number of operators and owners I work with directly.

What I actually believe

Not a recap of what everyone already knows. The takes I write and build from.

The split is widening

The gap between operators doing the full job and everyone leaning on the platforms is the most important dynamic in the space, and most people underweight it. The middle does not hold. Pick a direction on purpose.

The agent is coming to do the searching

AI is over-hyped this year and under-hyped over the next few. When guests search the whole web instead of one app, the platforms' aggregation advantage thins. The move is to be what the agent finds.

Marketing is the gap

Every fee handed to the channels is a marketing budget already being spent. The biggest hole in most rental businesses is direct demand, and it is closable one step at a time.

Communities are the counter-play

Small, self-selected communities of aligned operators do what no single operator can do alone: shared marketing, shared standards, guests who come back to the network instead of the platform. Find your tribe.

Hospitality is the unmet standard

Clean is the floor. Great is rare. Nobody remembers fine. The homes and operators that get remembered are the ones building the stay, not just listing the square footage.

Trail Markers

One essay every other Thursday. Free, no paywall.

The newsletter

Trail markers are what you leave so the people behind you can find the path. That is the whole idea. Not conclusions from the top of the mountain, notes from somebody still walking it.

Each issue takes one argument about this industry and works it all the way through: what I am seeing, what the objections are, and what I would actually do about it. Written for professional property managers and the operators working to become one.

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The Art of Hospitality

The podcast, co-hosted with Conrad.

The podcast

Long-form conversations about running this business well: operations, marketing, guest experience, and the arguments the industry is not having out loud yet. Most of what ends up in the newsletter starts here first.

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Work with me

I take on a few at a time. Direct, practical, no retainer theater.

Operators and vendors

For professional property managers

  • Building a direct-booking engine that reduces platform dependence without torching what already works
  • Turning past guests into repeat bookings you own instead of re-renting from a channel
  • Sales and go-to-market strategy for operators and the vendors who sell to them
  • A clear read on where the industry is going, and what to do about it now
Start the conversation

Homeowners

For owners running their own homes

  • Getting the guest contact information the platforms keep from you, and building a list you own
  • Bringing past guests back so every season does not start from zero
  • Upsells that solve a real guest problem instead of squeezing the booking
  • A direct booking path built for your specific home and market
Start the conversation

Contact

The best places to reach me and follow the work.