⭐ We’re excited to welcome Hospitable as one of our sponsors! Hospitable helps short-term rental operators automate guest communication, streamline workflows, and stay on top of daily operations with less manual work. Built to help operators run their rentals on autopilot, Hospitable supports everything from messaging and task management to…
⭐ We’re excited to welcome BookingPal as one of our sponsors! BookingPal is a channel management platform that helps vacation rental property managers distribute listings across top channels like Airbnb, Booking.com, Vrbo, and more. Through one connection, operators can expand visibility, manage listings, rates, and reservations more efficiently, and access…
Trust accounting may not be the flashiest part of vacation rental management, but it is one of the most important. In this episode, we’re joined by Ed Ulmer, CEO of Barefoot, for a conversation about why trust accounting should not be treated as a back-office function. Ed shares how his…
In this episode, we are joined by Ed Ulmer, CEO of Barefoot, for a conversation about trust accounting, vacation rental technology, and what operators need from their systems as their businesses become more complex. Ed shares how his background in tourism, destination marketing, real estate, and software all shaped the…
In our latest First of the Month Wrangle, Orlie Benjamin talks about why Lasoh is opening its Founding Member Program to a small group of vacation rental operators. The idea is to build Lasoh with the people who are actually going to use it. Orlie shares how founding members can…
Launching new tech features can feel a little like pressing a mystery button and hoping the whole house does not start blinking. Every system touches another system, and when they do not talk to each other, even a small update can turn into a much bigger operational headache. In this…
Guest data is only valuable when it helps teams take action. For many vacation rental operators, the challenge is turning the data they already have into the right message for the right guest at the right time. In this clip, Orlie Benjamin shares how that workflow can become more streamlined…
The vacation rental industry has gone through major waves of change over the last two decades, and AI is quickly becoming one of the biggest shifts yet. In this episode, we welcome back John Suzuki, Chief Technology Evangelist at Staylist, for a conversation about the evolution of vacation rental technology,…
The vacation rental industry has gone through major waves of change over the last two decades, and AI is quickly becoming one of the biggest shifts yet. In this episode, we are joined by John Suzuki, Chief Technology Evangelist at Staylist, for a conversation about the evolution of vacation rental…
Can we stop marketing properties and start marketing to people? That is the question at the center of Episode 2 of First of the Month Wrangle, brought to you by Lasoh. In this conversation, Alex & Annie are joined again by Orlie Benjamin, Founder and CEO of Lasoh, to talk…
Turn every guest interaction into more revenue with Lasoh. Apply to become a Founding Member and/or get 20% off Lasoh products with code AlexandAnnie. Valid through July 31, 2026. 👉 Learn more: https://explore.lasoh.io/alex-annie In this second episode of First of the Month Wrangle, presented by Lasoh, Alex & Annie are…
In this second episode of First of the Month Wrangle, presented by Lasoh, Alex & Annie are joined again by Orlie Benjamin, Founder and CEO of Lasoh, to continue the conversation around vacation rental marketing and what it takes to make it more effective, more personal, and more guest-centered. This…
It is easy to look at a lower management fee as a way to stay competitive. But for vacation rental operators, the real question is not just whether the fee helps win the property. It is whether that fee can support the level of service the owner and guest expect…
Growth is exciting, but in luxury vacation rentals, more does not always mean stronger. The real test is whether the business can keep delivering the level of service promised to owners and guests. In this episode, James Smith, CEO of Invited Home, joins Alex & Annie to talk about why…
In this episode, we are joined by James Smith, CEO of InvitedHome, for a conversation about focused growth, luxury vacation rental operations, and what it takes to build a more sustainable business in high-end destinations. James shares how InvitedHome evolved from a broader multi-market vacation rental company into a luxury…
Scaling guest support takes more than adding more people to the phone. The team representing your business needs to understand your standards, your properties, your guests, and the situations they may need to solve in real time. In this clip, Amanda Szubert shares how Call Center Solutions approaches that process,…
AI has a place in guest communication, but the goal should be better hospitality, not less of it. In this episode, Paul Wohlford of Call Center Solutions shares why the future of guest support will likely be a hybrid model. AI can help teams move faster. It can answer common…
Guest support is often treated as a back-office function, but every missed call, slow response, or poorly handled question can become a missed booking opportunity. In this episode, Paul Wohlford and Amanda Szubert of Call Center Solutions join Alex & Annie to talk about what vacation rental operators need to…
In this episode, we are joined by Paul Wohlford and Amanda Szubert of Call Center Solutions to talk about staffing, guest services, AI, and the growing need for reliable support in vacation rental operations. Paul and Amanda share how Call Center Solutions grew out of a real hospitality staffing challenge…
AI is becoming a practical advantage for vacation rental revenue teams. Property managers are working through shifting demand, owner expectations, pricing decisions, market data, and portfolio performance every day. The real challenge is turning all of that information into clear, confident action. In this clip from our first Revenue Reality…
Getting guests to your website is only half the job. The bigger question is whether your website gives them enough clarity and confidence to take action. In this episode, we sit down with Chris Walker, Owner of Luxury Homes of Hilton Head and CEO of Direct Booking Tools, to talk…
Many vacation rental operators are working to grow direct bookings, but the real opportunity is not just driving more traffic to their website. It is understanding what happens once guests get there. In this episode, we are joined by Chris Walker, Owner of Luxury Homes of Hilton Head and CEO…
AI is changing the way travelers search, and hospitality brands are having to rethink what visibility really means. In this clip, Mike Flaskey, President and Chief Operating Officer of Marriott Vacations Worldwide, shares why traditional digital marketing is being disrupted by AI, from SEO and keyword search to the way…