Short Term Rental Riches
Tim Hubbard, successful investor and CEO of a seven-figure short term rental management company shares it all. The insider tips you need to know to acquiring, operating and scaling a successful short term rental business.
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351. What a Direct-Booking Website Builder Wishes Every Host Knew
08/04/2026
351. What a Direct-Booking Website Builder Wishes Every Host Knew
We sit down with Gil Chan, founder of CraftedStays, about what it takes to build a direct booking website for a STR. We cover the gap between a generic template and an expensive agency build, the new AI tool Aria, and why owning a few direct bookings changes a host's leverage across platforms: What a direct booking site actually replaces for an Airbnb-only host? The 2 options hosts face for a website, and why neither worked? How Aria reads a portfolio and reviews before writing a single word? What OTA fees really add up to over a year of bookings? Why this isn't about leaving Airbnb, and what it's really about? Gil's story is a good reminder that owning your guest relationship matters as much as owning your listing. Subscribe to the show, leave a review, and share it with another host who is tired of renting shelf space on someone's platform. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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350. Security Deposits vs Damage Waivers: Which Protects Your Short-Term Rental Better?
07/28/2026
350. Security Deposits vs Damage Waivers: Which Protects Your Short-Term Rental Better?
Security deposits come up in almost every hosting conversation, but a lot of what hosts believe about them is wrong. We break down the difference between a deposit and an authorization hold, and why refunding deposits drains money from every stay. We cover damage waivers, when to charge a guest for damage, and how to build one full protection strategy. How a security deposit and an authorization hold are actually different Why hotels never really "hold" your cash, and what they do instead The nine-day window a lot of hosts don't know they're racing against How to decide between an authorization hold and a damage waiver What to document before you ever charge a guest for damage Thanks so much for hanging out with us today. We know this one got a little technical, but understanding how the money side of damage protection actually works will save you real headaches down the road. If this helped, subscribe and leave us a quick review, it means a lot. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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349. How to Build a Hotel-Quality Bed Setup for Under $1,000
07/21/2026
349. How to Build a Hotel-Quality Bed Setup for Under $1,000
Mattresses seem like a small decision, but they shape almost every guest review a short-term rental gets, and getting it wrong is the kind of mistake guests always mention. In this episode, we share the exact mattress and bed frame we use, why the premium option rarely earns its price tag, and how to prioritize spending when budget is tight. The exact mattress our team buys for every rental Why a $5,000 mattress didn't make the cut The bed frame mistake that ruins a great mattress The right way to respond to a mattress complaint Where to spend first when the budget is tight Mattresses are one of those details you set once, and guests either love it or barely notice, but get it wrong and they will mention it in the review. Choose wisely, don't overspend, and don't skip the bed frame. Subscribe today if you haven't already, we'll see you next time. Bed Frame Link - Mattress Link - Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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348. From 1 Property to 100+: Inside the PMS Powering 62,000 Rentals
07/14/2026
348. From 1 Property to 100+: Inside the PMS Powering 62,000 Rentals
Running more than one short-term rental often means answering the same guest questions, jumping between platforms, and hoping nothing slips through the cracks. In this episode, we sit down with Frank Bosi from Hostfully. We break down what a property management system automates, who it is built for, and one mistake that slows new users down before it pays off. The one automation that gives hosts back two or more hours every single day Why syncing every booking channel might matter more than any single guest message The setup mistake almost every new PMS user makes in week one What actually happens to guest satisfaction scores once messaging goes automatic How many properties one person can realistically run once the busywork disappears That is how the right system turns short-term rental management from a full-time scramble into something that actually scales. If this episode helped, subscribe so you do not miss the next one, and leave a review. It helps more hosts find the show and build operations that run without them. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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347. Should You Leave a Bad Review for a Bad Airbnb Guest?
07/07/2026
347. Should You Leave a Bad Review for a Bad Airbnb Guest?
Every host eventually faces a difficult guest. When they check out, the question hits: should we leave a bad review? More hosts get this wrong than you might expect. In this episode, we break down Airbnb's blind review system, make the case on both sides, and share a practical framework for writing a negative review the right way. How Airbnb's blind review system works and why it changes everything about the risk of leaving a critical review The strongest argument for leaving an honest review and why the host community depends on it The underrated downside most hosts never consider before hitting submit The exact approach for writing a negative review that reads as professional and credible A simple framework for deciding when to write a review and when to let it go Handling difficult guests is part of this business. What defines you as a host is how you respond, right down to the review you leave after they check out. If this episode helped you, please subscribe and share it with a fellow host who needs it. We will see you next week on Short Term Rental Riches. Download the Host's Communication Checklist here: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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346. Before You Invest in Airbnb Amenities, Use This Framework!
06/30/2026
346. Before You Invest in Airbnb Amenities, Use This Framework!
Not every amenity pays for itself, and the ones that look great on a competitor's listing might do nothing for yours. This isn't about trends or gut instinct. It's about data and real ROI. In this episode, we share the exact framework he uses to evaluate any amenity before spending a dollar, so you can stop guessing. How to use AirDNA to compare listings with and without a feature: the data reveals your actual revenue opportunity before any money changes hands. Why a 25% revenue lift from a pool might still be the wrong move. Not every amenity shows up cleanly in the numbers, but photo value is real. What Orlando teaches every STR investor about market saturation. The five-tier amenity framework. The right amenity in the right market can transform your numbers, the wrong one ties up capital for years. Tim gives you the framework to tell the difference. If this episode helped, subscribe and leave a review. It takes thirty seconds and helps more hosts find the show. Download the Amenity Evaluation Checklist here: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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345. 5 Things Your STR Software Should Be Doing (But Probably Isn't)
06/23/2026
345. 5 Things Your STR Software Should Be Doing (But Probably Isn't)
Most STR hosts have a pricing tool, a cleaning checklist, and a messaging app. The gaps between those systems are where money quietly disappears. Today I'm walking through five things we've built at Corzly that most STR software doesn't do — from routing guest notes to your housekeeper to automatically adjusting your base price. Use Corzly or not, these gaps matter. Why your dynamic pricing tool might be working off a base price set months ago, and why that single error compounds into every daily rate adjustment you make How routing guest messages, private feedback, and review mentions to your housekeeper automatically closes the loop on recurring cleaning issues The reason your review score needs to be factored into your pricing strategy, and why a 4.6 and a 4.9 property should never be competing at the same rate Why most STR software, even good tools, still doesn't make turnover confirmation fail-proof, and what a proper AI-backed system actually looks like A preview of what's coming in Part Two: the AI features that let housekeepers confirm turnovers and submit notes via SMS or voice, automatically logged into Breezeway These five things aren't complicated — but most STR software doesn't do them, and most hosts don't know they're missing them until something goes wrong. Start with the ones that fit your operation. Subscribe and leave a review, it helps us reach more hosts who need this. Part Two is coming. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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344. They Have 87 STR Deals Under Contract: Here's What They're Seeing
06/16/2026
344. They Have 87 STR Deals Under Contract: Here's What They're Seeing
Most STR investors spend months researching markets, then hire the first agent they find. That gap between your research and your representation is costing more than you think. Tyler from Savvy STR Agents works across 25 markets and sees the same investor mistakes repeatedly. What he shares today could change how you buy your next short-term rental property. Why the agent you hire for your STR purchase might be your biggest blind spot, and what to look for in someone who actually understands the business The permit research, zoning checks, and revenue projections most generalist agents never think to run before you make an offer How to evaluate any market for STR potential and what a property walkthrough with STR-specific eyes looks like in practice What has shifted in the STR buyer's market over the last 12 to 18 months, and where the real opportunities are sitting right now The single most underrated property feature serious STR investors look for, and the one thing first-time buyers consistently do wrong Tyler, thanks for pulling back the curtain on this. To everyone listening, the agent across the table from you at your next closing matters more than most investors realize. Find someone who speaks the language. Subscribe, leave a review, and share this with an investor who needs to hear it. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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343. 10 Ways to Collect Airbnb Guest Contact Info (Without Getting Flagged)
06/09/2026
343. 10 Ways to Collect Airbnb Guest Contact Info (Without Getting Flagged)
Your Airbnb account can change overnight. Algorithm shifts, fee increases, a sudden suspension, and if your entire guest relationship lives inside the platform, you have nothing. In this episode, Tim walks through 10 platform-compliant ways to collect your guests' real contact info, legally, automatically, and without sending a single message that could put your listing at risk. The in-property QR code strategy that converts at the highest-intent moment of any guest stay — and why the offer matters more than the placement How WiFi login tools like Stayfi turn a giveaway you're already offering into an automatic email capture that runs in the background 24/7 Why your Stripe dashboard may already hold dozens of real guest emails you've never used — and how to start putting them to work The exact post-stay message approach that stays compliant with OTA terms while sending guests directly to your own contact form How listing on Google Vacation Rentals and VRBO direct changes the contact info equation entirely — every booking comes with real data by default If this episode helped you see your guest list differently, subscribe so you never miss what's next. Share it with a host who's still relying entirely on platform traffic — it could be the most important thing they hear this year. See you in the next one. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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342. Airbnb's AirCover: What It Actually Covers (And What It Doesn't)
06/02/2026
342. Airbnb's AirCover: What It Actually Covers (And What It Doesn't)
If you're an Airbnb host, you've heard the pitch: three million dollars in AirCover protection. Sounds bulletproof. But after managing over 50,000 guests, Tim has seen why the gap between the promise and the payout catches so many hosts off guard. The claims process is more specific than Airbnb lets on, and knowing it before something goes wrong changes everything. How AirCover actually works: it is a goodwill program, not contractual insurance, and that distinction matters the moment you file a claim The 14-day filing window most hosts have never heard of, and why the old "60 days" advice is dangerously outdated The exact order of steps to follow in the Resolution Center, and why skipping any one of them can get your claim denied before Airbnb ever reviews it A real-world win: how Tim's team documented a $6,727 HVAC damage claim and recovered it in full from both AirCover and their insurance carrier Why AirCover only covers Airbnb bookings, what dedicated STR policies cover that it never will, and the one coverage gap that can easily exceed your repair costs AirCover is a valuable safety net, but it's not a substitute for real STR insurance. File claims within 14 days, document everything, and carry a dedicated policy underneath. If this episode helped save you money on a future claim, share it with a fellow host who needs to hear it. Download the AirCover Claims Checklist: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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341. 4 Best Security Cameras for Your Airbnb (Plus the One I Actually Use)
05/26/2026
341. 4 Best Security Cameras for Your Airbnb (Plus the One I Actually Use)
Most hosts put up a security camera and call it done. But the right setup does far more than watch the front door. In this episode, Tim breaks down the three features every STR camera needs, compares four popular options, and reveals how cameras can verify guest counts, catch unauthorized pets, and support your housekeeping team — all while keeping your listing fully compliant. Discover the three non-negotiable features any STR security camera needs before you spend a dollar — and the one common feature that actually does not matter Get a side-by-side comparison of Ring, Google Nest, Arlo, and Reolink, including the one Tim puts on every new property right now Learn how cameras go beyond security to help you charge for extra guests, unauthorized pets, and other policy violations through Airbnb’s resolution center Find out the exact disclosure requirements every host must follow to stay compliant on Airbnb and protect their listing from being taken down Understand how to use cameras operationally to confirm check-ins remotely, support your housekeeping team, and protect guests during their stay Security cameras are one of the highest-ROI tools an STR host can add. Whether you have one property or fifty, the right setup protects your revenue, your guests, and your listing. Subscribe so you never miss an episode, and share this with a host who needs to hear it. Download the camera checklist: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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340. Airbnb Cheap vs. Expensive Furniture: Where to Splurge and Where to Save
05/19/2026
340. Airbnb Cheap vs. Expensive Furniture: Where to Splurge and Where to Save
Download the Furniture Checklist 👉 Most hosts guess their furniture budget and hope for the best. In this episode, Tim shares his full real Orlando property breakdown — $40,983 in costs, by category — plus the framework he uses on every new property. From knowing where to always splurge to building your annual refresh cycle, this is the furniture episode every STR host needs. Find out why more expensive furniture does not always mean better returns — and what the difference actually comes down to when you look at the numbers Discover the $10-20 per square foot formula Tim uses to estimate any property’s furniture budget before he spends a dollar Learn exactly where to always splurge (the items tied directly to your review scores) and where you can safely save without guests ever noticing Get Tim’s full real Orlando property cost breakdown — $40,983 in total startup costs, category by category, including the numbers most hosts never talk about Understand how to plan your annual refresh cycle so you are never caught off guard by replacements, and how to use AI to track costs for tax purposes Smart furnishing is one of the highest-ROI decisions any STR host can make. Budget well, prioritize the right items, and your review scores and revenue will follow. Subscribe so you never miss an episode of Short-Term Rental Richest, and pass this one along to a host who needs it. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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339. From Owner to Exit: How to 10X Your STR Value
05/12/2026
339. From Owner to Exit: How to 10X Your STR Value
Short-term rental management companies are becoming some of the most sought-after businesses in hospitality — but what actually makes one valuable? In this episode, Tim sits down with Jacobie from C2G Advisors, who has helped close over $750 million in STR business transactions. From EBITDA and profit margins to AI efficiencies and buyer demand, this conversation breaks down what operators need to know to grow smarter and potentially position their company for a future exit. Why clean financials and accurate reporting dramatically increase business value The EBITDA ranges and valuation multiples buyers are paying right now How operational systems and team structure impact profitability and sale price What buyers look for during acquisitions — and why retention matters How AI, automation, and operational efficiencies could reshape STR management margins Whether you’re managing 20 properties or scaling toward hundreds, this episode offers a behind-the-scenes look at how the biggest players in the short-term rental industry think about growth, profitability, and acquisitions. If you want to build a more valuable company and stay ahead of where the industry is heading, this is an episode you won’t want to miss. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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338. I Manage 230+ Airbnb's: Here's My Housekeeping System
05/05/2026
338. I Manage 230+ Airbnb's: Here's My Housekeeping System
Your short-term rental might look perfect online, but behind the scenes, your housekeeping system could be quietly hurting your reviews and revenue. In today’s episode, we break down why cleanliness is the #1 driver of guest satisfaction and how small operational changes can create massive financial results. If you want better reviews and higher income, this is an episode you can’t afford to miss… Why cleanliness, not design or location, is the biggest driver of revenue The hidden risks of hiring large cleaning companies vs. smaller teams Simple systems to organize turnovers and prevent negative reviews Key questions to ask before hiring your next housekeeper How to turn guest feedback into better cleaning performance Your housekeeping team isn’t just cleaning, they’re protecting your reputation and driving your revenue. Dial in your systems, set clear expectations, and build the right relationships to unlock higher reviews and stronger profits. If you found this helpful, be sure to subscribe and share it with another host looking to level up. Download the Housekeeping Questionnaire: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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337. What Most Successful STR Investors Are Focussed on Today: From a 300+ Investor Meetup
04/28/2026
337. What Most Successful STR Investors Are Focussed on Today: From a 300+ Investor Meetup
Fresh off a high-level STR summit in Phoenix, this episode unpacks what top-performing operators are doing differently right now. With rising competition and shifting guest expectations, standing out is no longer optional. Discover the strategies driving massive revenue gaps—and the one theme everyone keeps coming back to… • Why some short-term rentals outperform others by up to 300% in the same market • The 5-step framework to confidently choose your next (or first) STR investment • Practical design tips that actually increase bookings—not just aesthetics • How top hosts use revenue pacing and data tools to stay ahead of the market • The real strategy behind direct bookings—and why social media drives demand The STR game is evolving fast, but the opportunity is still massive for those who adapt. From smarter design to stronger branding and better data use, this episode shows what’s working now. If you’re serious about increasing revenue and staying competitive, this is one you don’t want to miss. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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336. Is Your STR Actually Profitable? Use This Financial Setup
04/21/2026
336. Is Your STR Actually Profitable? Use This Financial Setup
Short-term rentals can generate incredible income—but are you actually keeping any of it? In today’s episode, we sit down with David Richter, author of Profit First for Real Estate Investing, to uncover why so many investors feel broke despite growing portfolios. If you’ve ever wondered where your money is going, this conversation will open your eyes… Why doing more deals doesn’t guarantee more profit—and how investors get stuck The “black hole bank account” problem silently draining your cash flow A simple system to start paying yourself consistently (even with tight margins) The PRU method to quickly identify wasted expenses and hidden profit leaks How the right financial systems (and team) can transform your entire portfolio This episode is a must-listen if you want clarity, control, and real financial freedom from your short-term rentals. Implement even one of these strategies and you could start seeing immediate improvements. Don’t forget to subscribe, share with a fellow investor, and explore the resources below to level up your business. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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335. Turning Raw Land into $865K/Year Colombia Resort
04/14/2026
335. Turning Raw Land into $865K/Year Colombia Resort
After three years of building a boutique hotel resort in Colombia, it’s finally time to pull back the curtain. This episode dives into the real opportunities, and unexpected challenges, of international real estate development. If you’ve ever considered building or investing abroad, this behind-the-scenes breakdown reveals what most investors never see… and what you must prepare for. Key Takeaways: Why Colombia’s tourism boom created a compelling (but competitive) investment opportunity The hidden risks of international construction projects—including permits and delays How exchange rates can significantly impact your returns (for better or worse) What makes this boutique resort uniquely positioned to stand out in a crowded market Real numbers: costs, projected revenue, and what a 20% return could look like International investing can unlock massive upside—but only if you’re prepared for the long game. This episode offers a rare, transparent look at what it takes to bring a project like this to life. If you're serious about scaling your portfolio, this is one you don’t want to miss. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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334. How to Make More Per Booking Without Raising Your Rate
04/07/2026
334. How to Make More Per Booking Without Raising Your Rate
In today’s competitive short-term rental market, efficiency and automation aren’t optional—they’re essential. This episode dives into how top operators are eliminating fraud, increasing revenue, and creating seamless guest experiences through smart tech. If you’re still relying on manual processes or missing out on hidden income streams, you may be leaving serious money on the table… Key Takeaways: How one operator scaled to 200 properties—and eliminated chargebacks entirely Why preventing fraud upfront is far more effective than fighting disputes later The real revenue opportunity most hosts overlook after the booking is confirmed How simplifying the guest journey can dramatically increase upsell conversions Why automation—not people—is becoming the foundation of scalable STR businesses If you’re serious about scaling your short-term rental business, this episode is packed with actionable insights you can implement today. From fraud prevention to maximizing revenue per stay, it’s all about working smarter. Don’t forget to subscribe, share with fellow hosts, and explore the resources below to level up your operations. Download the 5-Star Guest Experience Guide with Charge Automation: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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333. VRBO's Big 2026 Update Every STR Host Must Know
03/31/2026
333. VRBO's Big 2026 Update Every STR Host Must Know
If your VRBO bookings have slowed, the problem might not be your property—it could be a major platform shift. VRBO’s 2026 update is quietly reshaping how listings get visibility, and most hosts haven’t caught on yet. In this episode, we unpack what changed, why it matters, and how to adapt before your competitors do. VRBO’s move from portfolio-based to listing-specific Premier Host status—and why it changes everything The 5 exact requirements you must hit to unlock higher visibility and better placement Hidden “visibility tiers” most hosts don’t even realize exist (including the top 1%) Why a single bad listing no longer drags down your entire portfolio—and how to leverage that A smart (and slightly unconventional) strategy to rebalance bookings across Airbnb and VRBO This update isn’t just a tweak—it’s a shift in how visibility, trust, and bookings are earned on VRBO. If you want to stay competitive (and profitable), this is one episode you can’t afford to miss. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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332. STR/Airbnb Q&A: AI Tools, Tasks & Revenue in 2026 (Part 2)
03/24/2026
332. STR/Airbnb Q&A: AI Tools, Tasks & Revenue in 2026 (Part 2)
The short-term rental game is evolving fast—and staying ahead means asking better questions. In this live Q&A, we dive into real challenges operators are facing right now—from AI tools and hiring to market shifts and scaling pains. If you're growing (or thinking about it), this episode uncovers what’s working today… and what could be holding you back. Key Takeaways: How AI is transforming guest communication, inspections, and operational efficiency The fastest way to find reliable local cleaners and maintenance teams (hint: it’s easier than you think) What actually changes when scaling from 5 to 15 properties—and where most people fail Why 1–2 bedroom properties may no longer be the “easy win” in today’s market The pricing mistakes (like cleaning fees & damage waivers) that quietly kill your bookings Whether you're just starting or scaling fast, this episode is packed with real-world insights you can apply immediately. Don’t fall behind as the market shifts—stay informed, stay optimized, and stay competitive. Be sure to subscribe, share with a fellow host, and explore the resources below to level up your STR game. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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331. STR/Airbnb Q&A: AI Tools, Tasks & Revenue in 2026 (Part 1)
03/17/2026
331. STR/Airbnb Q&A: AI Tools, Tasks & Revenue in 2026 (Part 1)
The short-term rental landscape is evolving fast—and if you’re not adapting, you’re falling behind. In this live Q&A, Tim Hubbard breaks down the realities of dynamic pricing, AI-powered guest communication, and the systems top operators use to stay competitive. From pricing pitfalls to automation myths, this episode uncovers what’s really working right now… Key Takeaways: Why relying solely on dynamic pricing tools could be costing you thousands—and how to fix it The hidden flaw in “base pricing” that most hosts completely overlook How review scores and listing performance should directly impact your pricing strategy The truth about AI in guest communication (and why 95% automation is misleading) What separates top-performing operators from everyone else when it comes to systems and tech Success in short-term rentals comes down to smarter systems, better data, and constant adaptation. This episode gives you the edge to stay competitive in a rapidly changing market. If you’re serious about scaling and maximizing revenue, don’t miss these insights—then take action on what you’ve learned today. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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330. How to Allow Pets Without Risking Your Short Term Rental Property
03/10/2026
330. How to Allow Pets Without Risking Your Short Term Rental Property
Short-term rental hosts are divided on one big question: should you allow pets in your property? While some hosts see massive boosts in visibility and bookings, others worry about damage, cleaning headaches, and insurance issues. In this episode, we break down the real pros, cons, and strategies behind pet-friendly listings—and what every host should consider before flipping that pet-friendly switch. Why allowing pets can instantly increase your listing visibility and reduce competition in many markets The smartest ways to structure pet fees on Airbnb, VRBO, and Booking.com without hurting bookings Essential pet rules every host should include in their house rules or rental agreement Damage protection strategies, deposits, and insurance considerations when hosting pets The critical difference between service animals and emotional support animals—and what hosts can legally ask Allowing pets can be a powerful strategy to boost occupancy and stand out in crowded markets—but only if it’s done the right way. From setting smart policies to protecting your property, this episode walks you through everything you need to decide if pet-friendly hosting is the right move for your rental business. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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329. The Airbnb Rules That Have Completely Changed in 10 Years
03/03/2026
329. The Airbnb Rules That Have Completely Changed in 10 Years
In this episode, we take a trip down memory lane and reflect on how Airbnb has evolved over the past decade. From the early days of personal connections with hosts to the modern streamlined check-in experience, things have changed dramatically. What we'll cover: 10 years ago on Airbnb vs today's culture Why this shift happened. What has changed and what's important to stay ahead today. Investing in STRs in 2026: Short-term rentals are still a great investment if done right. Our counterintuitive takeaway While the Airbnb landscape has changed, the opportunities are still strong. Hosts who embrace technology, dynamic pricing, and high guest expectations will succeed in this evolving industry. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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328. These STRs Earn $150K/Year and cost ONLY $300K property
02/24/2026
328. These STRs Earn $150K/Year and cost ONLY $300K property
The short-term rental industry is evolving fast—and the strategies that worked five years ago may not cut it today. In this episode, Natalie Palmer shares how she scaled from co-hosting in a single condo complex to raising capital for luxury destination properties. If you’re wondering where STR investing is headed next, this conversation might change your approach. How Natalie scaled to 10 co-hosted units in one condo complex—and why that model simplified operations Why housekeepers are your most valuable asset (and how to structure your team for success) The pricing strategy shift that’s working in today’s more competitive STR market How luxury upstate New York properties are generating $150K–$200K annually at a fraction of major-market purchase prices Why the “middle-tier” STR may disappear—and how to position your property to survive and thrive The STR landscape is shifting—but opportunity is everywhere if you know where to look. Whether you’re refining operations, upgrading amenities, or exploring passive investing, this episode is packed with actionable insights. Be sure to subscribe, share with a fellow investor, and explore the resources below to level up your portfolio. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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327. 25 Conferences Later: My Best STR Insights
02/17/2026
327. 25 Conferences Later: My Best STR Insights
The short-term rental industry is shifting fast — and if you’re not paying attention, you’ll get left behind. In this episode, I’m breaking down the six biggest takeaways from the IMN Conference, where top operators managing hundreds of properties reveal what’s really happening behind the scenes. From venture capital moves to AI breakthroughs, here’s what you need to know before 2026. 5 Key Takeaways: Venture capital is quietly buying 100–200 unit property managers and reshaping the industry. Luxury rentals are outperforming commodity listings as investors chase higher returns. 80% of guest experience depends on processes — and poor systems lead to bad reviews. AI is transforming guest communication and operations — but no single tool does it all. Design matters more than ever: invest in your top 5 photos, prioritize comfort, and create visual impact. The STR market is evolving quickly — and the operators who adapt will win. Whether it’s refining your processes, leveraging AI, or repositioning toward luxury, now is the time to level up. If you found value in this episode, subscribe, share it with another operator, and keep building smarter. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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326. 8 Airbnb Mistakes You Need To STOP Today
02/10/2026
326. 8 Airbnb Mistakes You Need To STOP Today
Most short-term rental hosts focus on what they should be doing, but what about the things quietly hurting your business? In this episode, we flip the script and break down eight common mistakes holding hosts and property managers back. From guest screening to tech overload, these missteps could be costing you bookings, reviews, and peace of mind, and you may not even realize it yet. • Why poor guest screening can lead to damage, bad reviews, and long-term platform risk • The hidden danger of relying too heavily on a single booking channel • Where cheap furniture costs you more in the long run, and where it doesn’t matter • How shiny new tech and AI tools can quietly hurt your operations if chosen wrong • The mindset shift growing hosts must make to scale without burning out Avoiding mistakes is just as powerful as taking the right actions. These eight reminders can help you protect your properties, improve guest experiences, and build a more resilient rental business. If this episode sparked a few “aha” moments, be sure to subscribe, share it with another host, and keep learning. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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325. Managing 5 Properties vs. 20: The Real Differences
02/03/2026
325. Managing 5 Properties vs. 20: The Real Differences
Scaling a short-term rental portfolio sounds exciting — until the cracks start to show. In this episode, Tim breaks down the real differences between managing 1–5 properties versus scaling to 10–20 units. From systems and staffing to pricing and mindset, you’ll learn why growth magnifies everything — and what to fix before it costs you time, money, and sanity. Key Takeaways Why portfolios hit major breaking points between 10–20 units — and how to prepare for them The systems, SOPs, and technology you must have before scaling How delegation (and lack of it) directly impacts reviews and revenue The hidden revenue losses most hosts don’t see until it’s too late Why mindset shifts are just as important as tools when growing your STR business Scaling doesn’t fail because of bad intentions — it fails because of missing systems. This episode gives you a real-world look at what changes as your portfolio grows and how to stay profitable without burning out. If growth is your goal, this is a must-listen. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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324. The World's Most Extreme Off-Grid Airbnb’s
01/28/2026
324. The World's Most Extreme Off-Grid Airbnb’s
Ever dreamed of sleeping under a glacier or hanging off a cliffside in a glass pod? In this episode, we uncover the world’s most extreme short-term rentals and explore why guests are willing to pay top dollar for once-in-a-lifetime experiences. If you’re looking to stand out in the saturated STR market, this episode will spark bold ideas. Discover a floating glacier suite in Greenland that charges over $1,000 per night—and why it’s worth it Hear a wild story about getting stuck in the Colombian jungle en route to an unforgettable jungle Airbnb Explore what makes guests crave “digital detox” stays and how off-grid rentals are capitalizing on it Dive into a cliffside glass pod in Peru and a shark-surrounded suite in Paris (yes, really) Learn the key factors that make or break guest expectations in extreme rental settings For any STR owner or investor curious about breaking out of the ordinary, this episode is packed with inspiration, real stories, and practical takeaways to elevate your rental strategy. Share it with a friend or leave us a review if you loved it! Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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323. “Airbnb Experiences” Explained: How it impacts Your Property
01/20/2026
323. “Airbnb Experiences” Explained: How it impacts Your Property
What if your guests’ best memories outside your property could skyrocket your reviews? In this episode, we dive into Airbnb Experiences and how you—yes, you—can leverage them to boost income, deepen guest connections, and improve satisfaction. Whether you're hands-on or prefer to delegate, this is a game-changing strategy every host should know. 5 KEY TAKEAWAYS FROM THIS EPISODE • Why off-property guest experiences can impact your Airbnb reviews—for better or worse • The untapped income potential of hosting unique local experiences (without doing them yourself) • How to research, price, and market your Airbnb Experience like a pro • The key to crafting irresistible listings using guest reviews and AI tools • Why setting clear expectations is crucial—and how to ensure 5-star ratings every time Airbnb Experiences are more than just tours—they’re tools to increase guest satisfaction and drive more bookings. Whether you're ready to host or simply want to recommend amazing local adventures, this episode gives you the blueprint to boost your brand. Be sure to subscribe and share with fellow hosts who want to elevate their rentals. RESOURCE LINKS Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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322. The Smart & Easy PMS: Insights from CEO Shaun Shirazian
01/13/2026
322. The Smart & Easy PMS: Insights from CEO Shaun Shirazian
The short-term rental world is evolving fast, and Lodgify is helping hosts keep up. In this episode, CEO Shaun Shirazian reveals how Lodgify empowers small-scale hosts with powerful tech, AI tools, and unmatched usability. If you’re ready to automate, grow, or simply do less while earning more, this is one episode you don’t want to miss. 5 Key Takeaways: Learn how Lodgify's laser focus on independent hosts sets it apart from larger, less agile PMS platforms. Discover how AI is already transforming guest messaging, onboarding, and support—plus what's coming next. Why simplicity and ease-of-use are Lodgify’s not-so-secret weapons in a crowded tech landscape. Insights into Lodgify's massive global user base, and how the software adapts to international markets. What the future of property management software looks like—and how Lodgify is shifting from SaaS to "service as a software". Lodgify is helping shape the future of short-term rentals by making life easier for hosts and property managers. Whether you’re just starting out or managing multiple units, this conversation offers valuable insights to help you scale smarter. If you found this helpful, don’t forget to subscribe and share the episode! Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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