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Field Notes


The International Slowdown Is Real. Here’s What It Means for Your Numbers.
Most operators are watching the headline. The ones who win will be watching their own data. The numbers are in, and they’re worth paying attention to. New AirDNA data shows a meaningful drop in international bookings to U.S. vacation rentals. Canadian travelers. Several European markets. The trend has been building since early 2025 and it’s now showing up clearly in first-quarter data. If you’re managing properties in markets that historically attracted international guests —
Apr 292 min read


Pricing Is Still a Human Opinion
The RevProf Panel's opinions About AI, Revenue Management, and What’s Actually at Stake Earlier this month I sat in on RevProf’s webinar — Humans + Tech: The Next Frontier of Revenue Management — and I’ve been thinking about it ever since. The panel was genuinely good. Pedro Borges from PriceLabs, Gerard Murphy from Beyond, Andrew Kitchell from Wheelhouse, moderated by John An. These aren’t theorists. They’re the people actually building the tools revenue managers use every d
Apr 293 min read


Why Growth Starts Feeling Dangerous Around 15–25 Properties
It’s not a hustle problem. It’s a structure problem. And it has a solution. Most STR managers hit a wall somewhere between 15 and 25 properties. Revenue gets inconsistent. Owners get anxious. What used to feel like momentum starts to feel like a juggling act. Growth — which was the whole goal — starts to feel like a threat instead of an opportunity. Nobody tells you this is coming. Nobody tells you it’s normal. And almost nobody tells you it’s fixable. It’s all three. “The ma
Apr 292 min read


Get on Board: Hosts Using Third Party Software Also Moved to Single Fee on Airbnb
There's been a lot of noise about Airbnb's fee changes. Hosts are frustrated. Managers are confused. I've seen the same questions come up again and again — so let's just look at what actually happened and what it means for your business. Here's the honest truth: the split-fee model is gone for most professional operators. PMS-connected hosts moved to a mandatory 15.5% host-only fee — meaning the entire platform commission now comes out of your payout, not split between you
Apr 222 min read


ADR vs. Occupancy: Which Metric is Actually Running Your Business?
A full calendar feels like winning. I understand why. It's visible. It's easy to point to. Owners love it. But here's what I'm actually seeing when I pull the numbers: some of the most "successful-looking" portfolios — high occupancy, consistent bookings — are quietly underperforming on revenue. Not because they're doing anything wrong. Because they're optimizing for the wrong metric. There's a difference between being booked and being profitable. Occupancy tells you ho
Apr 222 min read


The 60 Day Window: Sometimes STR Revenue Is Won or Lost Right Before Move-In
Here's what the data is actually telling you: for many markets over 50% of STR revenue and occupancy is captured in the 60 days before a guest checks in. Read that again. More than half of your revenue for any given month is decided in the two months before it happens. Not six months out. Not at the start of the year when you're building your calendar. Right now, for the month after next. Most property managers aren't thinking this way. They set rates in the spring and
Apr 221 min read


The discount you didn't need to make
Demand is softer than it was at our recent high point, 2022. Supply has grown. Booking windows are compressing. If you've been watching your calendar this spring and feeling the urge to drop your rates — I understand the instinct. But that instinct is costing you more than a slow week. It's the most expensive habit in STR management, and it tends to run quietly in the background until you look at the numbers and wonder where the year went. The panic discount is a learned resp
Mar 313 min read


Dynamic pricing is not a revenue strategy
I want to be careful here, because this is not an argument against dynamic pricing tools. PriceLabs, Wheelhouse, Beyond — these are good tools. I use them with my clients every day. They do many things no human brain can do at speed and scale. But there's a belief that's become so widespread in this industry that it's almost invisible now: the belief that activating a dynamic pricing tool is the same thing as having a revenue strategy. It isn't. And the gap between those two
Mar 313 min read


The World Cup is coming. Most STR operators aren't ready.
So full disclosure. I'm not a soccer follower. But even I know that the 2026 FIFA World Cup is the largest sporting event in the world. It's being hosted across sixteen cities in the United States, Canada, and Mexico — with the US hosting the majority of matches across cities including New York, Los Angeles, Dallas, San Francisco, Seattle, Miami, and Philadelphia. So kind of a big deal in the hospitality world. The demand tailwind this creates for short-term rentals in those
Mar 313 min read


Understanding AI in Revenue Management for STR Operators
The conversation around AI in the STR industry has moved fast. A year ago, the question was whether operators should use AI tools. Today, the question is which ones and how. According to Buildium’s 2026 Industry Report, the number of property management companies using AI tools tripled in a single year — jumping from 20% to 58%. The operators who aren’t using these tools are now the minority. AI is changing revenue management. So let’s talk about what AI actually does well i
Mar 234 min read


The STR Regulation Changes Wave Is Here. Here’s What It Means for Boutique Operators.
Tighter rules are reshaping the STR landscape. The operators who understand this will have an advantage. If it feels like the regulatory environment around short-term rentals has gotten more complicated in the last twelve months, that’s because it has. The rate of STR regulation changes positive and negative are starting to gain speed. Cities and states across the country are moving quickly, and the changes are not uniform. Some markets are tightening. Some are loosening. And
Mar 233 min read


What the Middle East Conflict Means for Shifting Demand
When the world shifts, the data shifts with it. Here’s what operators need to know. If you’ve been watching the news, you already know the Middle East is in the middle of a significant conflict. What you might not have had time to consider is what it means for the STR industry — and specifically, what it means for operators who are paying attention to where demand moves when a major travel region suddenly becomes unreachable. The short answer: a lot is shifting; shifting dema
Mar 233 min read


Booking.com vs Airbnb: What the Latest Data Means for Vacation Rental Operators' Distribution Strategy
New data from the FY2025 earnings reports for both Airbnb and Booking highlights an interesting trend in the vacation rental industry: let's look at the numbers of Booking.com vs. Airbnb Booking.com is closing the gap with Airbnb faster than many people expected. In fact, Booking.com 's alternative accommodations segment now books about 84% as many nights as Airbnb , despite having less than half the number of vacation rental listings . That raises an important question for
Mar 93 min read


Airbnb Listing Copy Is Changing in 2026 — But Strategy Still Matters More
If you follow short-term rental forums or marketing advice online, you’ve probably noticed a lot of conversation lately about new approaches to writing listing descriptions . Airbnb listing copy is changing. Many of the suggestions focus on making listings feel more emotional, experiential, and lifestyle-driven rather than purely functional. Examples include: experience-focused headlines storytelling descriptions highlighting unique amenities hyper-local recommendations using
Mar 93 min read


Actionable Insights From Airbnb's Q4 2025 Report. What Hosts Need to Know.
Airbnb released its Q4 and full-year 2025 financial results, and while the headlines talk about strong growth, the real implications for hosts are more nuanced.
Mar 53 min read


Understanding Airbnb's Reserve Now, Pay Later Feature
Why This Matters Travelers increasingly expect flexibility and lower upfront barriers before committing to travel. Reserve Now, Pay Later reduces friction for guests who: Don’t want to pay upfront Are coordinating travel with others Are balancing cash flow or timing Are comparing multiple options This means that booking decisions may occur earlier in the planning process, with less financial commitment required right away. What Airbnb Reserve Now, Pay Later Means for Hosts (
Feb 213 min read


My Take on Airdna’s 2026 Hottest Markets Report
My take on AirDNA's 2026 Hottest Markets Report
Feb 214 min read


New(er) Vendor: Roam - Enabling Flexible Cancellation Policies
Here's the problem they solve: flexible cancellation policies drive more bookings—but they also expose you to major revenue loss when guests cancel at the last minute. “You should switch to a flexible cancellation policy,” they said. Meanwhile, the forecast shows rain at the mountain… and your inbox starts filling with cancellations. Roam gives you income protection that lets you offer flexible cancellations without eating the cost when guests back out. You get reimbursed e
Feb 211 min read
Dispatches from the ascent.
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