loader from loading.io

VRS671 - 10 Things I'd Do With AI If I Was A Property Manager Again

Vacation Rental Success

Release Date: 07/08/2026

VRS677 - Who Decides What Good Looks Like? show art VRS677 - Who Decides What Good Looks Like?

Vacation Rental Success

This Episode is Sponsored by StayFi Your ultimate tool for Vacation Rental WiFi marketing allowing you to collect guest emails automatically via custom captive WiFi login splash pages. Drive repeat direct bookings and convert your OTA bookings to book direct for their next visit. Visit  and use code VRSUCCESS for 50% off 3 months of StayFi service. ________________________________________________________________________________________________________________________________________ Most people in short-term rentals describe how they got started with a slight apology...

info_outline
VRS676 - My AI Tool Stack, and What It Actually Costs show art VRS676 - My AI Tool Stack, and What It Actually Costs

Vacation Rental Success

This Episode is Sponsored by StayFi Your ultimate tool for Vacation Rental WiFi marketing allowing you to collect guest emails automatically via custom captive WiFi login splash pages. Drive repeat direct bookings and convert your OTA bookings to book direct for their next visit. Visit  and use code VRSUCCESS for 50% off 3 months of StayFi service. ________________________________________________________________________________________________________________________________________ Five days before recording this episode, Heather added an AI agent called Viktor to...

info_outline
VRS675 - If You Don’t Own Your Guest, You Don’t Own Your Business show art VRS675 - If You Don’t Own Your Guest, You Don’t Own Your Business

Vacation Rental Success

This Episode is Sponsored by StayFi Your ultimate tool for Vacation Rental WiFi marketing allowing you to collect guest emails automatically via custom captive WiFi login splash pages. Drive repeat direct bookings and convert your OTA bookings to book direct for their next visit. Visit  and use code VRSUCCESS for 50% off 3 months of StayFi service. ________________________________________________________________________________________________________________________________________ Twenty-five years ago, Heather could get on the phone with every guest who booked...

info_outline
VRS674 - What Hyperlocal Really Means, and Why the Owner Is the Real Customer show art VRS674 - What Hyperlocal Really Means, and Why the Owner Is the Real Customer

Vacation Rental Success

This Episode is Sponsored by StayFi Your ultimate tool for Vacation Rental WiFi marketing allowing you to collect guest emails automatically via custom captive WiFi login splash pages. Drive repeat direct bookings and convert your OTA bookings to book direct for their next visit. Visit  and use code VRSUCCESS for 50% off 3 months of StayFi service. ________________________________________________________________________________________________________________________________________ This episode started on LinkedIn. Gil Chan posted about hyperlocal property...

info_outline
VRS673 - When the Work Comes First, the Magic Follows show art VRS673 - When the Work Comes First, the Magic Follows

Vacation Rental Success

This Episode is Sponsored by StayFi Your ultimate tool for Vacation Rental WiFi marketing allowing you to collect guest emails automatically via custom captive WiFi login splash pages. Drive repeat direct bookings and convert your OTA bookings to book direct for their next visit. Visit  and use code VRSUCCESS for 50% off 3 months of StayFi service. ________________________________________________________________________________________________________________________________________ Paul Anderson first appeared on the Vacation Rental Success Podcast in 2021, when he...

info_outline
VRS672 - Direct Bookings, AI Websites, and the Search That's Changing Everything show art VRS672 - Direct Bookings, AI Websites, and the Search That's Changing Everything

Vacation Rental Success

This Episode is Sponsored by StayFi Your ultimate tool for Vacation Rental WiFi marketing allowing you to collect guest emails automatically via custom captive WiFi login splash pages. Drive repeat direct bookings and convert your OTA bookings to book direct for their next visit. Visit  and use code VRSUCCESS for 50% off 3 months of StayFi service. ________________________________________________________________________________________________________________________________________ Gil Chan came at the short-term rental industry from a direction most operators...

info_outline
VRS671 - 10 Things I'd Do With AI If I Was A Property Manager Again show art VRS671 - 10 Things I'd Do With AI If I Was A Property Manager Again

Vacation Rental Success

This Episode is Sponsored by StayFi Your ultimate tool for Vacation Rental WiFi marketing allowing you to collect guest emails automatically via custom captive WiFi login splash pages. Drive repeat direct bookings and convert your OTA bookings to book direct for their next visit. Visit  and use code VRSUCCESS for 50% off 3 months of StayFi service. ________________________________________________________________________________________________________________________________________ This episode almost wasn't the one you're hearing. Heather had already recorded,...

info_outline
VRS670 - When Hospitality Leads and Tech Follows show art VRS670 - When Hospitality Leads and Tech Follows

Vacation Rental Success

This Episode is Sponsored by StayFi Your ultimate tool for Vacation Rental WiFi marketing allowing you to collect guest emails automatically via custom captive WiFi login splash pages. Drive repeat direct bookings and convert your OTA bookings to book direct for their next visit. Visit  and use code VRSUCCESS for 50% off 3 months of StayFi service. ________________________________________________________________________________________________________________________________________ Sab Mulligan came into the short-term rental industry from a decade in media...

info_outline
VRS669 - Connectors, Skills, and the AI Business Brain - with Jodi Bourne show art VRS669 - Connectors, Skills, and the AI Business Brain - with Jodi Bourne

Vacation Rental Success

This Episode is Sponsored by StayFi Your ultimate tool for Vacation Rental WiFi marketing allowing you to collect guest emails automatically via custom captive WiFi login splash pages. Drive repeat direct bookings and convert your OTA bookings to book direct for their next visit. Visit and use code VRSUCCESS for 50% off 3 months of StayFi service. _________________________________________________________________________________________________________ Jodi Bourne is back for the latest installment of the new regular segment with Heather, built around a simple premise: AI is moving...

info_outline
VRS668 - Purpose Before Polish: AI in Business and Hospitality show art VRS668 - Purpose Before Polish: AI in Business and Hospitality

Vacation Rental Success

This Episode is Sponsored by Lodgify If you have been thinking about building your own direct booking channel and reducing your reliance on the OTAs, Lodgify is worth a serious look. It brings your booking website, channel management, guest messaging, and unified inbox into one place. VRS listeners can get 20% off yearly and bi-yearly plans with code VRS-20, valid through to the end of June. Visit Lodgify and use code VRS-20 to get started.    ...

info_outline
 
More Episodes

This Episode is Sponsored by StayFi

Your ultimate tool for Vacation Rental WiFi marketing allowing you to collect guest emails automatically via custom captive WiFi login splash pages. Drive repeat direct bookings and convert your OTA bookings to book direct for their next visit.

Visit https://stayfi.com/vrsuccess/ and use code VRSUCCESS for 50% off 3 months of StayFi service.

________________________________________________________________________________________________________________________________________

This episode almost wasn't the one you're hearing. Heather had already recorded, edited, and prepared social media for a different episode when a morning of reflection sent her down a different path instead. The trigger was rereading her own contribution to Brooke Pfautz's book Vacation Rental Secrets, written a few years back - an unusually honest account of the mistakes she made running CottageLink Rental Management, the property management company she sold four years ago.

Reading it back, Heather noticed a pattern. None of the mistakes came from working too little or caring too little. Every one of them came from not having the tools to see clearly, document what she knew, or build systems that didn't depend on her being at the centre of everything. That reflection became this episode: ten specific, practical things she would do differently if she were running a property management business today, with the AI tools now available.

This is a solo teaching episode, released the week the second cohort of the AI Ambassador Program opens. It is aimed squarely at operators who want to know, in concrete terms, what using AI well in a property management business actually looks like - not in theory, but from someone who has run the business, made the mistakes, and now has the tools to fix them.

Key Takeaways

  • Build a brand voice document before writing a single word of copy. Capture your tone, values, and the phrases that are distinctly yours before you ask AI to write anything on your behalf - otherwise inconsistency creeps in and your team, guests, and owners start to feel it.

  • Stop letting every vendor demo convince you a new platform will fix your business. Your PMS is the one system that genuinely needs a professionally built, purpose-designed solution - but beyond that, a lot of what operators buy off the shelf could now be built to fit their specific business instead.

  • Document every process before it only exists in your head. Talk a process through, out loud, while you're doing it and let AI structure it into a living SOP - the knowledge that only lives with the founder is a liability, not an asset.

  • Build a genuine owner communication system, not just good intentions. Work through frameworks for the hard conversations in advance, and use AI to generate genuinely personal quarterly owner reports at scale, not a mail merge with names swapped in.

  • Use AI to keep direct booking relationships warm, not just to build them. The follow-up sequences that go quiet the moment peak season hits are where most operators lose ground - AI can keep that infrastructure running consistently even when you're buried.

  • Analyze reviews instead of just reading them. The most useful information is often buried inside five-star reviews as an aside - patterns that only become visible when reviews are aggregated and analysed rather than read one at a time.

  • Build a real owner acquisition pipeline instead of relying on referrals. Referrals are a result, not a strategy - a proper follow-up sequence and a clear sense of the right-fit owner prevents leads from going cold.

  • Build an institutional knowledge base, not just a folder of SOPs. Capture the reasoning behind decisions, not just the steps, so that judgement can travel with the business even as people move on.

  • Treat AI as a thinking partner, not just a writing tool. The most valuable use of AI is stress-testing decisions before you commit to them, not just producing first drafts.

  • Start with clear values and strategy, and let AI help you communicate them. Clarity about what you're building and who it's for makes every daily decision easier - and AI can help both articulate that strategy and communicate it consistently across a team.

________________________________________________________________________________________________________________________________________

📣 The AI Ambassador Program

This episode is also brought to you in part by our AI Ambassador Program. If you're curious about using AI in your business - whether it's for guest communication, operations, or even marketing - check out our AI Ambassador Program. It's designed to help you learn, lead, and get hands-on with the tools shaping the future of hospitality.

🌐 Learn more and join us at VacationRentalFormula.com/AI


Are you listening to this podcast on the move? Get to the show notes here:

https://www.vacationrentalformula.com/podcast/VRS671