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Introducing Walk ’n Talk: The Business Behind Vacation Rentals Podcast 5 replies

Paul H
Dec 3, 2025 10:27 AM
OR Team Member Joined Oct, 2019 362 posts

Absolutely! Pocket Casts picked it up automatically since our podcast RSS feed is public. Follow the link below:

https://pocketcasts.com/podcast/walk-n-talk-the-business-behind-vacation-rentals/70442380-abd0-013e-812f-0eb214331a07

We hope you enjoy listening in!

Airbnb’s $1M Investment, New STR Pool Safety Rules, and Arizona’s Pivotal Ruling 0 replies

Zach A
Dec 2, 2025 11:27 AM
OR Team Member Joined Jun, 2025 91 posts

This week’s roundup highlights Airbnb’s one-million-dollar investment ahead of the 2026 World Cup, new pool safety rules advancing in Florida, a North Carolina town saying no to short-term rental rules, and an important Arizona court decision defining the scope of local STR regulation. Let’s dive in.

Airbnb announced this week that it will be investing more than one million dollars into Houston, a 2026 World Cup host city, marking the company’s largest community commitment there to date. The funding will support the creation of a new Green Corridor, expanding walkable and sustainable infrastructure through central Houston. The investment also includes support for the Grow the Game initiative, which focuses on improving field access, equipment, and soccer opportunities for youth across the city. A Deloitte report tied to the announcement projects that more than 31,000 guests will stay in Houston using Airbnb during the World Cup, with their spending expected to generate roughly 372 million dollars in regional GDP. Local hosts are also projected to earn around 3,000 dollars in extra income during the event.

In response to more than 100 child drownings in the state so far in 2025, Florida is moving forward with three proposed Senate bills aimed at strengthening pool safety. Senate Bill 608, which focuses on vacation rentals, would require any vacation rental property with a pool to install an approved safety feature if the bill passes. The measure is written to take effect next July and would give the Department of Business and Professional Regulation the authority to suspend or revoke a license if a property is found to be out of compliance.

The planning board in Waynesville, North Carolina, voted this week to end its years-long discussion about potential short-term rental regulations, choosing not to move forward with any new rules. Several board members stated that additional oversight wasn’t necessary, noting that existing ordinances already address issues such as parking and public safety. Board member Dr John Mason said the proposal “smacks of over-reach in so many different ways” and added that the town should “abandon the effort and leave it alone,” underscoring the board’s unanimous decision not to pursue new regulations at this time.

The Arizona Court of Appeals voted unanimously this week to overturn Sedona’s decision to prohibit a mobile home park from renting out its units as short-term rentals. The ruling found that individual mobile homes qualify as "residential rental property" under state law and are therefore allowed to operate as vacation rentals. The court also noted that Sedona’s ban conflicted with Arizona’s statewide short-term rental statute, passed in 2016, which limits the extent to which local governments can restrict short-term rental activity. The decision clears the way for the park to operate short-term rentals and sets a strong precedent for how local governments can regulate short-term rentals across the state.

As new policies arise and communities continue to debate short-term rental regulations, expect continued movement across the vacation rental industry. Check back next week for the latest news.

Walk ’n Talk Podcast: EP4 - AI, Automation, and Continuous Improvement 0 replies

Zach A
Dec 2, 2025 11:00 AM
OR Team Member Joined Jun, 2025 91 posts

We're excited to release the fourth episode of our new podcast, Walk ’n Talk: The Business Behind Vacation Rentals.

Hosted by Paul Waldschmidt and Chris Hynes, co-founders of OwnerRez, this podcast pulls back the curtain on the real stories behind OwnerRez. Through candid walk-and-talk conversations, they share what it actually takes to build and operate a company in the vacation rental industry, including the decisions, challenges, and lessons learned along the way.

Whether you are a long-time vacation rental operator or just getting started, this show offers practical insight and honest perspective, one walk at a time.

🎙️ Episode 4 Now Live

EP4 – AI, Automation, and Continuous Improvement

In Episode Four, Paul and Chris dive into the topic of AI, automation, and why doing meaningful work with AI requires discipline and continuous improvement. They discuss how AI is often a marketing buzzword, but when applied effectively, can become a true force multiplier. The conversation explores the moment AI crossed from novelty to a powerful tool, why OwnerRez is uniquely positioned to build industry-leading AI tools like Rezzy, and how deep data access and execution make all the difference. They also speak candidly about the risks of copy-and-paste AI, the importance of preserving the human voice, and how AI is shaping the vacation rental industry as a whole.

You’ll hear about:

  • Why AI is easy for simple tasks but hard for truly powerful ones
  • How deep data access and tooling make AI agents effective
  • Why stapled-on AI features fall short
  • How Rezzy is changing the vacation rental space
  • Using sentiment analysis to understand guest experience beyond reviews
  • How AI changes jobs by amplifying people, not replacing them
It is a wide-ranging, honest discussion about where AI is headed, how it is already reshaping the vacation rental industry, and why the companies willing to rethink systems from the ground up, rather than chase trends, will be the ones that win.

 

Listen Now

Watch Now

Walk ’n Talk: The Business Behind Vacation Rentals is available on:

New episodes are already in the works, and we can’t wait for you to join us on the walk.

Walk ’n Talk Podcast: EP2 - The Hardest Day, the Best Day & Avoiding Burnout as Founders 1 reply

Mar Bella
Dec 2, 2025 7:42 AM
Joined Apr, 2022 6 posts

Interesting podcast guys, thanks for the insights! I got a little PTSD from the "hardest day" discussion, having been there myself in the past. But I think anyone doing big things should expect to have a day like that on occasion, unless you're just very, very lucky.

Walk ’n Talk Podcast: EP2 - The Hardest Day, the Best Day & Avoiding Burnout as Founders 1 reply

Paul H
Dec 1, 2025 6:00 PM
OR Team Member Joined Oct, 2019 362 posts

We’re excited to share the second episode of our new podcast, Walk ’n Talk: The Business Behind Vacation Rentals. This show pulls back the curtain on what it really takes to build, scale, and run a successful company in the vacation rental industry.

Hosted by Paul Waldschmidt and Chris Hynes, co-founders of OwnerRez, the podcast is inspired by a ritual the two have followed for years: weekly walks where they talk candidly about the business, debate ideas, unpack problems, and push each other toward clearer thinking.

Why We Created Walk ’n Talk

Behind every feature release, integration, or product decision at OwnerRez, there’s a story, sometimes messy, sometimes funny, sometimes stressful, but always rooted in the reality of building software for thousands of property managers. This podcast captures those stories. Whether you’re a host, manager, entrepreneur, or just curious how vacation-rental software gets made, this show gives you real conversations, real experience, and real insight one walk at a time.

🎙️ Episode 2 Now Live

EP2 - The Hardest Day, the Best Day & Avoiding Burnout as Founders

In Episode Two, Paul and Chris revisit some of the hardest and best days in OwnerRez history, from a server issue that nearly wiped out thousands of booking records to the day they both began working full-time on OwnerRez. They also talk openly about how they have handled burnout, family life, and share some of the hobbies that have helped them stay grounded over the years.

You’ll hear about:

  • The software update that nearly wiped out thousands of booking records
  • The emotional and operational impact of the outage
  • The moment they realized OwnerRez was here to stay
  • How transparency has guided OwnerRez through the years
  • What burnout really looks like for founders and why it is not just about long hours
  • How Paul and Chris balance work, family, routines, and hobbies through different seasons

It’s an honest, behind-the-scenes conversation about fragility, resilience, and the genuine investment it takes to build something that thousands of people rely on every day.

Listen Now

Watch Now

Walk ’n Talk: The Business Behind Vacation Rentals is available on:

New episodes are already in the works, and we can’t wait for you to join us on the walk.

Add-Ons are here! (Also known as "Optional Surcharges") 6 replies

Neil and Sarah M
Nov 26, 2025 4:57 AM
Joined Jun, 2021 3 posts

Add-ons are very useful, thank you. 

We really, really need/want a way of specifying a quantity, e.g. so that guests can choose how many bags of firewood they would like.

I have seen the comment saying that this is on the roadmap but I wondered if there's an ETA for it/whether or could be prioritized?

Many thanks.

User Profile: Maven Vacation Rentals 0 replies

Zach A
Nov 24, 2025 4:40 PM
OR Team Member Joined Jun, 2025 91 posts

After settling in Florida, Cecilia Ghilardotti turned her love for the coast and her diverse professional background into Maven Vacation Rentals. Starting with a single duplex and growing through word of mouth, she has built a small, curated portfolio focused on care and consistency.

Can you tell us a little bit about your history?

I was born and raised in Argentina and came to the United States at 21 on a Rotary International scholarship to study at Brenau University in Georgia. After the scholarship year ended, I stayed on my own and worked my way through school until I completed my degree in Business Administration with a minor in Music, Opera Performance. Before settling in Florida, I lived in Argentina, Germany, Canada, and different parts of the U.S. Music was also a meaningful part of my early years. I trained in classical singing alongside my academic studies, but my professional career ultimately took a different direction.

What is your background?

Before entering vacation rentals, I spent about ten years in IT and software development as a business analyst. My work focused on understanding user needs, analyzing systems, simplifying workflows, and helping teams make their processes more effective. I worked with companies such as Intel, Alcatel-Lucent, Catalina Marketing, Aaron’s, and BlueGreen Vacations.

Were you always in vacation rentals or property management, or is this a 2nd/3rd career?

Vacation rentals are my second career. My entry into the industry began after I purchased a duplex and decided to experiment with renting one of the units short-term while living in the other. I finally had the time to explore it. The response from guests was strong, and that early experience naturally grew into a small management business. The growth happened entirely through word of mouth. I’ve kept the portfolio intentionally small because I value the level of care and consistency that a boutique operation allows. For me, quality and attention matter more than scaling quickly.

Are you from the geographical area where your properties are located, or did you move there later? If later, what drew you to that area?

No, I’m originally from Argentina. After living in the U.S. and abroad, I eventually chose to settle in Florida. I’ve always been drawn to the ocean in a way that feels less like a preference and more like something essential. The beach is where I reset, find calm, and feel most myself. The climate, the light, and the coastal atmosphere were a natural fit for me, and they continue to inspire the kind of environment I enjoy creating for guests.

What do you love the most about the vacation rental business?

There are two sides to the work that I enjoy equally. One is the creative side. I love shaping spaces that make people feel something, through design, comfort, service, and small touches that elevate the stay. It reminds me in some ways of performing: you craft an experience from start to finish, and the environment becomes a form of expression. Some of my best childhood memories are from family trips to beautiful resorts in Brazil, and that sense of magic and immersion stayed with me. Being able to recreate even a small piece of that for my guests is incredibly fulfilling.

The other side is the strategy. I like understanding how a short-term rental functions as an investment, pricing, patterns, opportunity, seasonality, guest behavior, and risk. There’s a quiet puzzle to it, almost like playing a chess game every day: adjusting the pieces, noticing patterns, and finding ways to optimize performance without compromising safety or guest experience. When those two elements, artistry and strategy, intersect, that’s where the business becomes truly enjoyable for me.

What do you dislike the most about it?

The most challenging aspect is that vacation rentals are still a relatively new industry, and the regulatory structure hasn’t fully matured. Hotels operate with clear and standardized safety requirements, while short-term rentals fall under rules that vary widely from one city to another. Because of that, managers often have to establish their own internal standards for safety, consistency, and risk prevention, things like fire preparedness, pool safety measures, and protocols that protect both the home and the people in it. A clearer, more unified framework would make things safer and more streamlined for everyone involved.

How do you use OwnerRez to manage your business?

OwnerRez is the central system I use for organizing my operations. I rely on it for reservation management, messaging workflows, owner statements, expense tracking, reporting, accounting, OTA integrations, and guest communication.

A feature I appreciate is the level of visibility it provides to owners. They can see activity, performance, statements, and revenue details directly in the system, which creates transparency without having to manage separate tools.

What is the most useful feature OwnerRez offers?

The feature that stands out most to me is the reporting capability. It’s highly customizable and provides a wide range of data points that can be combined in different ways. The flexibility makes it easier to interpret patterns, evaluate performance from multiple angles, and make strategic decisions based on what the numbers reveal. I also value the customization of messaging templates and automations, which help maintain consistency in guest communication while still allowing for personal touches where needed.

With a focus on care, consistency, and thoughtful hospitality, Cecilia has built Maven Vacation Rentals into a standout boutique vacation rental business along Florida’s coast. We look forward to continuing to support her business and finding new ways to help her deliver consistent stays with a personal touch.

2026 World Cup Demand, Gen Z Wellness Trends, and NYC STR Talks 0 replies

Zach A
Nov 24, 2025 10:15 AM
OR Team Member Joined Jun, 2025 91 posts

This week’s roundup covers AirDNA’s report on strong short-term rental demand leading up to the 2026 World Cup, rising wellness trends shaping Gen Z travel, New York City’s discussions on short-term rental policies, new insights into guest expectations, and a proposed insurance rate hike in Western North Carolina. Let’s dive in.

Several news outlets reported this week on new AirDNA data indicating that demand for short-term rentals for the 2026 World Cup is already surging. Demand in host cities across the United States, Canada, and Mexico is already outpacing what is typical for major events, with markets such as Fort Worth, Houston, Kansas City, Mexico City, and Guadalajara showing some of the strongest year-over-year increases. The data indicates that fans are booking vacation rentals early to secure lodging and to get ahead of rising prices as availability tightens. This early momentum points to a potentially record-breaking summer for short-term rentals in World Cup host regions.

Awaze, a UK-based vacation rental company that manages over 100,000 properties across 20 countries, released new data this week showing a sharp rise in wellness-focused travel among Gen Z travelers. Matthew Price, CEO at Awaze, said that travelers are increasingly prioritizing well-being and relaxation, and that amenities like hot tubs and saunas are shifting from optional extras to features that consistently drive higher occupancy and stronger year-round returns. According to the report, physical and mental well-being is now Gen Z’s top discretionary spending priority, and 52 percent of those polled had taken a wellness-focused UK break in the past three years. Hot tubs have been a major factor in this demand, representing 55 percent of Awaze bookings and helping properties achieve 51 percent higher weekly rates and 45 percent higher occupancy compared to listings without hot tubs. For vacation rental operators, the trend signals a growing opportunity to market wellness-focused features as a way to increase bookings and revenue, especially among younger travelers.

New York City officials are reportedly considering a small, but meaningful change to Local Law 18, the short-term rental ban established in 2022. The proposal, if passed, would make three key adjustments. It would allow New York residents to offer their homes as short-term rentals while they are out of town, increase the current guest limit from two to four, and permit interior door locks to give both hosts and visitors added privacy. Supporters argue that the update would provide a welcome opportunity for residents to earn extra money and reduce lodging costs for visitors, all without affecting the long-term housing supply. At the same time, opponents continue to advocate for tight oversight. If approved, it would mark the first significant reconsideration of the city’s monumental restrictions since the law took effect.

VegOut Magazine published an article this week titled “I’ve stayed in Airbnbs across 25 countries – here are 5 red flags I now spot in listings instantly,” offering a seasoned traveler’s take on what can cause guests to scroll past a property. The article calls out issues like overly cropped or dimly lit photos, missing information about amenities, vague or restrictive house rules, and listings with no reviews or unclear location details. The author notes, “If a listing leaves me guessing, I take it as a sign to move on.” For vacation rental operators, the article underscores how important clarity and transparency are in securing bookings. Professional photos, detailed amenity lists, clear rules, and honest descriptions can help build trust and make a listing stand out to travelers who are trying to decide between several options.

Following last year’s devastating Hurricane Helene, North Carolina is considering a proposed 68 percent increase in dwelling insurance premiums for parts of Western North Carolina. Local officials and property owners say the hike could place significant financial pressure on vacation rental operators and may discourage investment in short-term rental properties. Some worry the higher costs could ripple into the region’s tourism economy, which relies heavily on rentals and seasonal visitors. The proposal is still under review and has sparked calls for more public input before any changes move forward.

As we look ahead to 2026, expect continued shifts in demand, traveler preferences, and regulation across the vacation rental industry. Check back next week for the latest updates.

Integration With BetterSTR 3 replies

Lisa & David C
Nov 21, 2025 11:50 AM
Joined Nov, 2021 6 posts

Just launched our new guest guide and companion tablet for our first guests of the holidays. Beautiful! BetterSTR support was amazing, the tools user friendly. Can't wait to hear guest reviews. 

Integration With RevMax 0 replies

Zach A
Nov 21, 2025 8:42 AM
OR Team Member Joined Jun, 2025 91 posts

We are thrilled to share our newest integration with RevMax, expanding access to data-powered revenue optimization. With this connection, OwnerRez users can now activate RevMax’s pricing intelligence, performance analytics, and automated optimization engine directly within their existing workflows.

About RevMax

RevMax is a revenue optimization platform built specifically for vacation rental property managers. Powered by data science and industry expertise, RevMax delivers dynamic pricing, performance analytics, and automated revenue strategies that help managers improve occupancy, ADR, and total revenue with less manual work. RevMax is part of Inhabit’s short term rental portfolio, supporting property managers across a wide range of PMS environments. To learn more, visit here.

What This Integration Delivers

With the new connection in place, OwnerRez users can benefit from:

  • Realtime pricing intelligence powered by RevMax
  • Automated revenue adjustments based on demand and pacing
  • Integrated reporting for clearer visibility across channels
  • One unified workflow inside their OwnerRez account

Pricing

For a limited time, new RevMax users, including those operating on OwnerRez, are eligible for savings up to 60% on select RevMax plans. View additional pricing info here.

Ready to Connect?

Get started with RevMax by visiting here and checking out the OwnerRez support article for integrating OwnerRez with RevMax.

October Product Update - New Confirm & Pay Guest Form, Rezzy AI Additions, Blocked-Off Time Expenses & New Look for Grids 8 replies

Anne S
Nov 19, 2025 3:55 PM
OR Team Member Joined Sep, 2022 183 posts

Thank you for adding the scheduled triggers feature. However it only allows scheduled for a specific amount of days and time of day. I think it would very useful to have the schedule based on minutes, hours in relation to the event trigger. For instance if I want to send an email to a property manager 5 minutes after a booking is created. Thank you!

Thanks, Randy! You may want to add your vote to this Trigger Action - Be able to set the occurring time to 30 minutes Feature Request, which appears to be on our roadmap as planned, or consider adding your own Feature Request

October Product Update - New Confirm & Pay Guest Form, Rezzy AI Additions, Blocked-Off Time Expenses & New Look for Grids 8 replies

Randy Juneau
Nov 19, 2025 3:27 PM
Joined May, 2012 38 posts

Thank you for adding the scheduled triggers feature. However it only allows scheduled for a specific amount of days and time of day. I think it would very useful to have the schedule based on minutes, hours in relation to the event trigger. For instance if I want to send an email to a property manager 5 minutes after a booking is created. Thank you!

October Product Update - New Confirm & Pay Guest Form, Rezzy AI Additions, Blocked-Off Time Expenses & New Look for Grids 8 replies

Anne S
Nov 19, 2025 10:32 AM
OR Team Member Joined Sep, 2022 183 posts

With the updated confirm and Pay, something broke in the quotes 'change charges' area.  When I 'add charge' it no longer allows me to selected one of my predefined surcharges.  It only populates blank 'description' and 'rate' fields and doesn't allow an 'item' field at all.  Everything must be typed in manually.  Can you please fix this ASAP?  I can't send quotes with this broken and we send quotes daily!  Thanks!

Bradley, thanks for reporting this. Please submit this issue to the OwnerRez Helpdesk so they can review it. 

October Product Update - New Confirm & Pay Guest Form, Rezzy AI Additions, Blocked-Off Time Expenses & New Look for Grids 8 replies

Bradley A
Nov 19, 2025 10:21 AM
Joined Jan, 2022 2 posts

With the updated confirm and Pay, something broke in the quotes 'change charges' area.  When I 'add charge' it no longer allows me to selected one of my predefined surcharges.  It only populates blank 'description' and 'rate' fields and doesn't allow an 'item' field at all.  Everything must be typed in manually.  Can you please fix this ASAP?  I can't send quotes with this broken and we send quotes daily!  Thanks!

User Profile: AZ Vacation Home Concepts 0 replies

Zach A
Nov 19, 2025 9:12 AM
OR Team Member Joined Jun, 2025 91 posts

Meet the father and daughter duo behind AZ Vacation Home Concepts. Curtis and Allyson have combined their strengths in marketing and construction to build a purposeful portfolio that delivers exceptional stays across Phoenix, Arizona.

Can you tell us a little bit about your history?

My dad took over this business several years ago after working with a business partner on growing a vacation rental business in Phoenix, AZ. His target home could sleep the grandparents, their 4 kids, and the 10 grandkids, all under one roof with an elevated kitchen experience and resort-style pool. As time went on, we started expanding into more general homes (3 bed, 2 bath, some without a pool) and focused more on longer-term stays, displaced families, or “experience” based reservations. We are a father-daughter duo with a history of hospitality that were kind of made for this business.

Were you always in vacation rentals or property management, or is this a 2nd/3rd career?

My dad, Curtis, is a General Contractor and Realtor/Property Manager. I was a freight broker and then a salesperson for a marketing agency. I am now a full-time Realtor/Property Manager. 

Are you from the geographical area where your properties are located, or did you move there later?

Yes, we are from the Phoenix area.

What do you love the most about the vacation rental business?

I love giving families a place to stay where they can build their own vacation, instead of being limited to the amenities of a resort with the constant awareness that you are sharing spaces with others.

What do you dislike the most about it?

I don’t love the 9 p.m. calls asking me how to turn the kitchen lights on. We have curated a property manual for each home in hopes of decreasing the frequency of these calls.

How do you use OwnerRez to manage your business?

OwnerRez hosts all of our reservations, properties, and connects to Airbnb/Google Rentals/Etc. We send Legal Agreements and house relevant documents to each reservation. We also send invoices and allow guests to pay through OwnerRez. The reporting gives me most of the info that I need.

What is the most useful feature OwnerRez offers?

The ability to talk to guests on any platform through OwnerRez.

Curtis and Allyson have done an excellent job of building a vacation rental business that delivers exceptional, guest-focused stays across Phoenix, Arizona. We look forward to continuing to support their operations as they find new ways to innovate and grow in the vacation rental space.

October Product Update - New Confirm & Pay Guest Form, Rezzy AI Additions, Blocked-Off Time Expenses & New Look for Grids 8 replies

Anne S
Nov 18, 2025 11:50 AM
OR Team Member Joined Sep, 2022 183 posts

Agreed Alece. Glad that your Feature Request has garnered some votes! 👍

October Product Update - New Confirm & Pay Guest Form, Rezzy AI Additions, Blocked-Off Time Expenses & New Look for Grids 8 replies

Alece
Nov 18, 2025 9:36 AM
Joined Jan, 2020 302 posts

@Anne -- Aside from me changing my internal lock names to what I would prefer they be listed as in the guest messaging, there's unfortunately no workarounds until this feature is added

Introducing Walk ’n Talk: The Business Behind Vacation Rentals Podcast 5 replies

Allison C
Nov 18, 2025 9:15 AM
Joined Oct, 2018 6 posts

Subscribed!  Congratulations!  

December Webinars 0 replies

Zach A
Nov 18, 2025 9:15 AM
OR Team Member Joined Jun, 2025 91 posts

December is here, and it’s the perfect time to review your setup and make sure your OwnerRez account is ready for the year ahead. 🎄 As holiday bookings roll in and plans for 2026 take shape, we’ve put together a strong lineup of webinars to help you strengthen your OwnerRez workflows.

This month’s schedule features multiple live Demos, a Q&A session, and an in-depth Focus Session on the Theming section. Whether you're just getting started or looking to learn something new, we've got a session for you. Get signed up today!

Webinars:

 12/4/2025 OwnerRez Demo

Join us for a live demo of OwnerRez! Our client engagement team will give a high-level demonstration of how OwnerRez looks across all of its menus and features.

Register now!

 12/5/2025 OwnerRez Q&A

Join us for a live Q&A! Please write in questions prior to the webinar so we can start off by answering those right away.

Register now!

 12/9/2025 OwnerRez Demo

Join us for a live demo of OwnerRez! Our client engagement team will give a high-level demonstration of how OwnerRez looks across all of its menus and features.

Register now!

 12/10/2025 Focus Session - Theming

Join us for a live webinar on the theming area inside OwnerRez. In this Focus Session, we’ll walk through where the fields on this page show up throughout the system and how you can create themes for different properties so your brand messaging stays consistent and effective.

Register now!

 12/16/2025 OwnerRez Demo

Join us for a live demo of OwnerRez! Our client engagement team will give a high-level demonstration of how OwnerRez looks across all of its menus and features.

Register now!

 12/30/2025 OwnerRez Demo

Join us for a live demo of OwnerRez! Our client engagement team will give a high-level demonstration of how OwnerRez looks across all of its menus and features.

Register now!

Introducing Walk ’n Talk: The Business Behind Vacation Rentals Podcast 5 replies

Kristie M
Nov 17, 2025 2:31 PM
Joined Sep, 2022 2 posts

So exciting! Will you become available on Pocket Casts? It is the only podcast player I like. 

Introducing Walk ’n Talk: The Business Behind Vacation Rentals Podcast 5 replies

Alece
Nov 17, 2025 2:08 PM
Joined Jan, 2020 302 posts

Congrats on the launch! Looking forward to listening! 

Introducing Walk ’n Talk: The Business Behind Vacation Rentals Podcast 5 replies

Paul H
Nov 17, 2025 11:27 AM
OR Team Member Joined Oct, 2019 362 posts

We’re excited to announce the launch of our new podcast, Walk ’n Talk: The Business Behind Vacation Rentals. This show pulls back the curtain on what it really takes to build, scale, and run a successful company in the vacation rental industry.

Hosted by Paul Waldschmidt and Chris Hynes, co-founders of OwnerRez, the podcast is inspired by a ritual the two have followed for years: weekly walks where they talk candidly about the business, debate ideas, unpack problems, and push each other toward clearer thinking.

These walking conversations have shaped countless product decisions, strategy shifts, and breakthrough moments inside OwnerRez. Now, you get to listen in.

Why We Created Walk ’n Talk

Behind every feature release, integration, or product decision at OwnerRez, there’s a story, sometimes messy, sometimes funny, sometimes stressful, but always rooted in the reality of building software for thousands of property managers. This podcast captures those stories.

Every episode dives into lessons learned from:

  • More than a decade of bootstrapping and building
  • Customer challenges and industry shifts
  • The evolution of the vacation-rental landscape
  • The day-to-day realities of running a tech company in a fast-moving space

Whether you’re a host, manager, entrepreneur, or just curious how vacation-rental software gets made, this show gives you real conversations, real experience, and real insight one walk at a time.

🎙️ Episode 1 Now Live

EP1 – Appetite, Innovation & Execution: How OwnerRez Was Built

In our first episode, Paul and Chris open up about the origins of their 20-year partnership and the early days that shaped what would later become OwnerRez.

You’ll hear about:

  • How they met as teenage coders
  • Their years working with their mentor, Ed
  • The early products they built together
  • Burn-down charts, bootstrapped years, and growing pains
  • The pivotal 2013 reboot that led to the modern OwnerRez platform
  • The mindset of appetite, innovation, and execution that has guided every phase of the company
  • And how a relentless focus on speed, quality, and user experience became the foundation of everything at OwnerRez

It’s a raw and honest look at how OwnerRez began and why its founders still love building it today.

Listen Now

Watch Now

Walk ’n Talk: The Business Behind Vacation Rentals is available on:

New episodes are already in the works, and we can’t wait for you to join us on the walk.

Integration With HiChee 3 replies

Donaven B
Nov 17, 2025 8:57 AM
Joined Aug, 2022 44 posts

Exactly... this would be worth it's weight in gold!

I'm glad OwnerRez is integrating with HiChee, but this requires users to have a HiChee account to see the price comparison if I am not mistaken. Is there any plans to create an OwnerRez or HiChee widget to embed on my direct booking website just below the OwnerRez check-out widget or as part of that widget. That is what we looking for. So when a guest is putting there information into the widget (dates and number of guests), the price comparison widget is working in real time to compare VRBO, Airbnb, etc with what they are paying for direct booking. Like what Direct Pricing Tools does, but without the pricetag.

by Jason I – Nov 14, 2025 3:18 PM (UTC)

 

STR Policy Shifts, Temporary Event Rules, and Comparent’s Top 100 0 replies

Zach A
Nov 17, 2025 8:53 AM
OR Team Member Joined Jun, 2025 91 posts

This week’s Industry News covers short-term rental policy updates in Atlanta, Green Bay, Galveston, and Southampton, plus Comparent’s first annual ranking of the top 100 management companies. Let’s dive in.

The Atlanta City Council voted 7-6 on Monday to reject a proposal that would have banned short-term rentals in several northeast Atlanta neighborhoods. Several vacation rental operators spoke during public comment, urging the council not to move forward with the proposal and encouraging members to work together on solutions rather than implement blanket bans. The close vote is a clear win for local operators and underscores the importance of showing up and speaking out as cities continue to revisit short-term rental policies.

The Town of Southampton temporarily adjusted its short-term rental rules this week to accommodate the U.S. Open Golf Championship, taking place from June 18th-21st. Under the current regulations, rentals must meet a 14-day minimum stay requirement, but during the event, properties can be rented for as few as three days. Officials say the temporary change is intended to increase local lodging availability, support local businesses, and reduce traffic from people commuting to the event. Some residents expressed concern about potential congestion and overcrowding, while vacation rental operators welcomed the flexibility. This move is similar to Kansas City’s recent temporary permit program and highlights how municipalities are experimenting with temporary event-driven rules to balance neighborhood complaints and tourism.

Green Bay’s Planning Commission rejected a proposal from the Equal Rights Commission to cap short-term rentals at 180 days per year. The commission noted the proposal “would be ineffective at both of its goals: getting more affordable housing on the market and ridding the city of nuisance properties.” Nearly 50 people spoke during the public comment period, with many short-term rental operators warning that the cap would put them out of business, and city staff noting that enforcing the limit would be challenging. Those supporting stricter rules cited concerns about noise, parking, and neighborhood disruption, but the Planning Commission also declined a proposed seven-night minimum stay requirement. The decision will now be presented to the City Council on December 2nd.

Comparent has released its first annual ranking of North America’s top vacation rental management companies, called the Comparent 100. The ranking is based on the number of properties companies manage and includes details on leadership teams, operational scale, and guest reviews, covering more than 172,000 properties in total. Founder, Brooke Pfautz, hopes the ranking provides much-needed transparency in an industry where data on management size and performance has been limited. The Comparent 100 will be updated each Fall and will highlight consolidation trends and operational metrics that will help enable easy comparisons across operators.

The Galveston City Council approved a new three-strike system for short-term rentals. Under the new regulations, three verified violations within 12 months, regarding issues such as noise, parking, waste, fireworks, and other public-safety concerns, can trigger a review by the Short-Term Rental Licensing Board. The board can recommend a suspension or, in cases of repeat violations, permanent revocation to the City Manager. Owners must now also provide a 24/7 local contact to address complaints, with failures to respond counting toward strikes. Officials say the changes aim to protect the neighborhood's quality of life, while hosts caution that the new rules place unrealistic expectations on operators.

As we enter the holiday season, expect more updates on short-term rental regulations and new opportunities in the vacation rental market. Check back next week for the latest news!

October Product Update - New Confirm & Pay Guest Form, Rezzy AI Additions, Blocked-Off Time Expenses & New Look for Grids 8 replies

Anne S
Nov 17, 2025 8:52 AM
OR Team Member Joined Sep, 2022 183 posts

Thanks, Alece! I suggest that you contact the Helpdesk to see if they have any suggestions for your multiple locks.

Integration With AutoRank 14 replies

AutoRank B
Nov 17, 2025 7:57 AM
Joined Nov, 2025 7 posts

We are always a bit wary about how much effort to put in to OTA's websites. Effectively doing their work for them.

Thank you for sharing your thoughts. We completely understand your caution. AutoRank’s goal is to simplify optimization without adding workload for hosts. Our Concierge team ensures listings stay optimized for Airbnb’s algorithm and guest search behavior, so you can maintain visibility and competitiveness without investing extra effort in ongoing manual updates.

 

Integration With AutoRank 14 replies

AutoRank B
Nov 17, 2025 7:57 AM
Joined Nov, 2025 7 posts

I had a call with them to discuss. I was interested in the idea. However the pricing was not as advertised, and the actual service seemed rudimentary, something that i can do myself, for example develop seasonal listing descriptions and adjust captions on pics monthly. The notion that their software scrapes AIRBNB inquiries and they can use that data to have AI re-do listing descriptions weekly is info i know and work that can be done by an intern. I have 9 properties, maybe this service makes sense on a larger portfolio. I would be interested to see feedback from OR users to see if it works as advertised. 

by Josh E – Oct 17, 2025 7:52 PM (UTC)

We appreciate your honest feedback and the time you took to learn more about our service. While it’s true that listing updates like captions or descriptions can be done manually, AutoRank goes far beyond that.

You’re absolutely right that updates like captions or seasonal descriptions can be done manually. The main value of AutoRank lies in doing that work automatically and intelligently, every week, using real-time search data and AI-driven insights. Rather than just rewriting text, each optimization is based on how guests are actually searching, what listings attract clicks, and what ultimately drives bookings. The goal is to improve visibility and conversion performance continuously - not just keep listings updated.

In addition, our Concierge service pairs each client with a dedicated Customer Success Manager This person acts as your consultant, someone who understands your portfolio and ensures that every change aligns with your market positioning and growth goals. It’s a blend of automation, data, and human expertise designed to continuously improve results, not just maintain your listings.

Integration With AutoRank 14 replies

AutoRank B
Nov 17, 2025 7:56 AM
Joined Nov, 2025 7 posts

I am interested in the concierge service, and would love to be able to utilize but I only have 2 properties. Quite a few of these new services are only available for 5 or more properties. I hope OwnerRez can negotiate to be able to bring the smaller owners onboard. 

by Jenni M – Oct 12, 2025 8:48 PM (UTC)

That’s great Jenni. We do onboard people below five properties but we require a three month advance payment and $100 onboarding. So for two properties, the fee first the first three months would be $184. If you would like to move forward you can already book a meeting with the onboarding specialist: https://meetings-eu1.hubspot.com/alice-mathaly/autorank-concierge-onboarding-clone

 

Integration With AutoRank 14 replies

AutoRank B
Nov 17, 2025 7:56 AM
Joined Nov, 2025 7 posts

I was also looking for some reviews and couldn't find any.  All these services promise the world but for some reason want to tie you into a subscription where they get paid regardless of results, and the results often don't follow.  Was interested in trying, but even this blog post already has 1x false advertising claim: concierge starting at 9.80 for a monthly subscription, but that price is only if you pay for the year, so that is what I would call a yearly subscription.  Rethinking signing up if they can't even be upfront with their pricing.

by Paul P – Oct 11, 2025 8:59 PM (UTC)

Thank you for your comments. You’re right, clarity and transparency are essential. To clarify, our Concierge service starts at $9.80 per listing/month when billed annually, and monthly subscriptions are also available at the standard rate shown on our website. https://www.autorank.com/pricing

Integration With AutoRank 14 replies

AutoRank B
Nov 17, 2025 7:55 AM
Joined Nov, 2025 7 posts

Hi - I did a broad search on Google and could not find any reviews. There was one suggestion to use chatgpt the writeups instead. This probably would work if you first seed chatgpt with the desired emphasis. All for free.

Thanks for mentioning ChatGPT, it’s a great starting point for hosts exploring AI. However, ChatGPT is a language tool, not a performance engine. It creates text but has no access to your rankings, guest behavior, or Airbnb’s algorithm, so it can’t optimize for visibility or conversions.

AutoRank, on the other hand, is built specifically for Airbnb growth. It uses real-time search data, booking trends, and market insights to automatically update your listings every week, ensuring each change contributes to measurable visibility gains.

In short, ChatGPT helps you write; AutoRank helps you grow.
See our case studies for results: https://www.autorank.com/case-study