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Airbnb Superhosts Annette Grant & Sarah Karakaian
Get actionable advice and the essential fundamentals of running a profitable 5-star Airbnb side-hustle or full on business. Annette’s extensive background in business operations and Sarah’s experience in high-end hospitality management and interior design make them a powerhouse duo that will deliver high impact content. With almost a decade of combined hosting experience they will not only share their own stories welcoming thousands of guests from around the world but also those of other Superhosts to deliver you a wide array of stories, insights, and profitable and creative ideas to make your listing rise to the top. Whether you’re experienced, new, or nervous to start your own Airbnb this podcast promises to be informative, fun, and from the heart.
Episodes
Mentioned books

Mar 18, 2025 • 15min
446. Hosting Hotline: What’s the Best Smart Lock for Your Airbnb?
In this Hosting Hotline episode, Jane calls in with a question every host has to consider: What smart lock should I be using for my short-term rental?Sarah and Annette break down their most trusted smart locks, the brands they avoid, and the key factors to consider when choosing the right lock for your property. They also share their must-have backup system to prevent lockouts—because even the best smart locks can fail at the worst times.In this episode, we cover:The two smart lock brands we trust the mostWhy some locks can create more headaches than they’re worthThe importance of integrating your lock with your PMSWhy using the same code for all guests is a huge safety riskOur non-negotiable backup system to avoid guest lockoutsSmart locks are a crucial part of the guest experience. Get this decision right, and you’ll save yourself time, stress, and potential disasters.Resources:This Secret Airbnb Setting That Can Improve Your Listings by 300% | Subscribe to our YouTube ChannelOur favorite locks:Yale AssureSchlage EncodeWall-mounted Lockbox Submit your question at HostingHotline.comMentioned in this episode:Quiz | Take our quiz to reveal your hosting personality style!Proper Insurance | Book Your Risk Assessment TodayHost Checklist | Grab our Airbnb Essentials Checklist and make stocking your Airbnb a breeze – we've got all your hosting needs covered!

Mar 13, 2025 • 41min
445. Is It Time to Fire Your Airbnb Property Manager?
Is It Time to Fire Your Airbnb Property Manager?Hiring a property manager or Co-Host can take a huge weight off your shoulders—but what happens when the relationship isn’t working? In this episode, we break down how to evaluate whether your property manager is helping or hurting your business.We cover:Common frustrations hosts have with property managers (and when they’re valid)The difference between a property manager and a Co-Host—and why expectations matterKey contract terms you should review before making a decisionSigns that it’s time to fire your property manager—and when it’s NOTWhat to consider before taking on self-managementHow to have a productive conversation before making a big changeIf you’re feeling frustrated with your current setup, this episode will help you decide whether to stay, go, or adjust your expectations.Resources:Beginner Airbnb Marketing Mistake New Hosts Make | Subscribe to our YouTube channelMentioned in this episode:Minoan | Visit MinoanExperience.com and tell them TFV sent you!Host Checklist | Grab our Airbnb Essentials Checklist and make stocking your Airbnb a breeze – we've got all your hosting needs covered!Extenteam | Receive 20% off the first 2 months with Tailwind!Hostfully | Go to https://www.hostfully.com/tfv and use TFV500 to get $500 off your subscription.Fido | Visit getfido.com/tfv & get your first month free!

Mar 11, 2025 • 11min
444. Hosting Hotline: What’s the Best Day of the Week for Airbnb Bookings?
In this Hosting Hotline episode, listener Julia asks a smart and strategic question: When do guests actually book their stays? She’s noticing a trend of Sunday evening bookings and wants to fine-tune her marketing efforts based on real booking data.Since we didn’t have the hard numbers on hand, we called in an expert—Jeff Brown from Intellihost—who pulled data from 466,000 reservations across thousands of properties worldwide. He breaks down:The least and most popular days for bookings globallyHow trends in Maryland compare to the worldwide datasetWhy tracking your own booking data is key to personalized marketingThe real takeaway: New leads are great, but don’t forget about returning guests!Julia’s question highlights an important aspect of hosting—understanding booking behaviors to optimize marketing efforts. Tune in to learn how you can leverage this knowledge to drive more bookings!Resources Mentioned:Intellihost | Learn More!The Airbnb Instant Book Mistake YOU Might be Making that is Costing You $$$!!!! | Subscribe to our YouTube Channel! Hosting Hotline | Get your hosting questions answered!Mentioned in this episode:Proper Insurance | Book Your Risk Assessment TodayHost Checklist | Grab our Airbnb Essentials Checklist and make stocking your Airbnb a breeze – we've got all your hosting needs covered!Quiz | Take our quiz to reveal your hosting personality style!

Mar 6, 2025 • 51min
443. 6 Tips to Use ChatGPT in Your Airbnb Business
Discover how ChatGPT can revolutionize your Airbnb business! Learn to optimize your listings for better conversions, enhance guest communication while keeping a hospitable tone, and analyze competitors effectively. Dive into operational efficiencies with AI-generated checklists and smart pricing strategies. Plus, find out how to craft high-converting emails to boost direct bookings. Embrace technology that acts like an extra team member, streamlining your workflow and enhancing guest experiences!

Mar 4, 2025 • 14min
442. Hosting Hotline: When Should You Replace Major Appliances in Your Airbnb?
In this Hosting Hotline episode, we tackle a crucial question from host Julia: Should you proactively replace major appliances like HVAC systems and water heaters, or wait until they fail?Julia’s concern is common—her property is 20 years old, and she’s weighing the risk of unexpected breakdowns against the cost of upgrading early. We break down the key factors to consider, including:The hidden costs of running old, inefficient appliancesHow energy efficiency upgrades can save you money in the long runThe potential risks of waiting—guest discomfort, refunds, and emergency repairsA middle-ground approach: inspections, planning, and prioritizing replacementsWhat appliances should take top priority (hint: HVAC failures can be a nightmare)The importance of water monitoring devices and insurance considerationsIf you're a host wondering when to invest in major replacements, this episode will help you make a smart, informed decision that protects your business, your guests, and your peace of mind.Resources:Preventative Airbnb Maintenance: Stop ignoring this or Pay later!! | Subscribe to our YouTube channelAHR | HVAC ExpoMentioned in this episode:Host Checklist | Grab our Airbnb Essentials Checklist and make stocking your Airbnb a breeze – we've got all your hosting needs covered!Proper Insurance | Book Your Risk Assessment Today

Feb 27, 2025 • 1h 5min
441. Unlocking Hidden Revenue & Effortless Operations with Breezeway
In this episode, we sit down with Koryn Okey, Vice President of Community & Engagement at Breezeway, to explore the tools and strategies that can help short-term rental hosts streamline their operations, improve efficiency, and increase revenue.Koryn has been in the vacation rental industry since 2008, starting at FlipKey, where she helped introduce guest reviews to the industry. Now, she plays a key role at Breezeway, helping hosts optimize their businesses through smart automation and operations management.What We Cover in This Episode:How Breezeway Messaging automates guest communication and creates efficiency in your businessThe power of Gap Night messaging and how it can add thousands of dollars to your bottom lineBreezeway’s inventory tracking system and why managing consumables properly can save you moneyBreezeway Assist, a guest messaging solution that frees up your time while maintaining high-quality serviceHow software can help hosts run their businesses more effectively, whether managing one property or a hundredResources Mentioned in Today's Episode:Breezeway | Your first property is free!Breezeway Elevate | A free, two-day event happening on March 11-12The Airbnb Guest Check-In Routine You're Not Doing (And It’s Losing You Money) | Subscribe to our YouTube channelMentioned in this episode:Proper Insurance | Book Your Risk Assessment TodayFido | Visit getfido.com/tfv & get your first month free!Extenteam | Receive 20% off the first 2 months with Tailwind!Hostfully | Go to https://www.hostfully.com/tfv and use TFV100 to get $500 off your subscription.

Feb 25, 2025 • 19min
440. Hosting Hotline: How Do I Stay Organized as a New Airbnb Host?
Getting organized as a short-term rental host can feel overwhelming, especially when you're managing bookings, guest communication, maintenance, and more. In this Hosting Hotline episode, we answer a listener’s question about the best tools and strategies for keeping everything on track—without the stress.We break down how we manage our own Airbnb businesses, from task management software to scheduling maintenance, and share practical tips to help you streamline your hosting operations.What We Cover in This Episode:The best digital tools for Airbnb hosts, including Asana and BreezewayHow to balance property tasks with overall business managementThe power of recurring tasks vs. one-time action itemsWhy your calendar is your best tool for staying on trackHow to audit and update your Airbnb listing efficientlyThe importance of consistency and long-term organization for successResources & Links from This Episode:Asana | asana.comBreezeway | breezeway.io/tfvSubscribe to our YouTube Channel: Exact Steps for Leaving a Negative Airbnb Guest ReviewMentioned in this episode:Host Checklist | Grab our Airbnb Essentials Checklist and make stocking your Airbnb a breeze – we've got all your hosting needs covered!Quiz | Take our quiz to reveal your hosting personality style!

Feb 20, 2025 • 22min
439. The #1 Metric to Master Your Airbnb Pricing Strategy
Revenue management is one of the most overlooked skills in short-term rentals, yet it’s the key to maximizing your earnings. Too many hosts rely on guesswork or reactive pricing strategies, leaving money on the table. In this episode, we’re diving into the single most important metric you need to track to confidently adjust your rates and increase revenue: your booking window.Your booking window tells you when guests typically book your property before their stay. Understanding this number allows you to optimize your pricing strategy, adjust in real time, and eliminate last-minute panic.What We Cover in This Episode:Why revenue management is proactive, not reactiveThe difference between bookkeeping and revenue managementWhat your booking window is and why it’s the key to your pricing strategyHow to use the green, yellow, red system to know when to adjust ratesWhy being the first to book can mean you’re underpricingHow to maximize demand and avoid unnecessary discountsThe best ways to pull pricing levers before lowering ratesResources & Links from This Episode:Start optimizing your pricing today | Try PriceLabs FREE for 30 daysSubscribe on YouTube | Boost Airbnb Income with these 4 EASY Upsells!If you’ve been feeling stuck on pricing or unsure when to adjust your rates, this episode will give you the confidence and strategy to take control of your Airbnb’s revenue.Mentioned in this episode:Proper Insurance | Book Your Risk Assessment TodayHostfully | Go to https://www.hostfully.com/tfv and use TFV100 to get $500 off your subscription.Fido | Visit getfido.com/tfv & get your first month free!Extenteam | Receive 20% off the first 2 months with Tailwind!

Feb 18, 2025 • 10min
438. Hosting Hotline: What Is The Best Pricing Strategy When You First List Your Airbnb
Hosting Hotline: The Best Pricing Strategy When You First List Your AirbnbWhen you’re launching your short-term rental, pricing can feel like a guessing game. Should you start with low rates to get more bookings and reviews? Or is that a fast track to leaving money on the table? In this Hosting Hotline episode, we answer a listener’s question about how to price their new Airbnb and whether lowering rates is the right strategy.We also touch on midterm rentals—when they make sense, how they differ from short-term stays, and why they are not always the easy alternative some hosts expect.What We Cover in This Episode:Why pricing too low does not always mean more bookingsHow Airbnb already gives new listings a boost in the algorithmThe dangers of relying on lower rates as your default pricing strategyHow to analyze market demand before setting your ratesMidterm rentals vs. short-term rentals—what is the real differenceHow to transition from midterm back to short-term bookings without losing tractionResources & Links from This Episode:Are you a brand-new host? | Get the Hosting Handbook today!Subscribe to our YouTube Channel | Boost Airbnb Income with these 4 EASY Upsells! Would you like us to analyze a specific STR challenge on the podcast? Submit your question at HostingHotline.com for a chance to be featured in a future episode!Mentioned in this episode:Quiz | Take our quiz to reveal your hosting personality style!Host Checklist | Grab our Airbnb Essentials Checklist and make stocking your Airbnb a breeze – we've got all your hosting needs covered!

Feb 13, 2025 • 1h 7min
437. Why Your PMS is the Heartbeat of Your STR Business—A Conversation with Hostfully’s CEO
Why Your PMS is the Heartbeat of Your STR Business—A Conversation with Hostfully’s CEOYour Property Management Software (PMS) is more than just a tool—it’s the heartbeat of your short-term rental business. But how do you know you’re using the right one? And are you truly optimizing it to save time, increase efficiency, and drive more revenue?In this episode, we sit down with Margot Schmorak, CEO & Co-Founder of Hostfully, our preferred PMS partner, to talk about the must-have features of a PMS, the biggest mistakes hosts make when choosing or switching systems, and how to use a PMS to scale smarter—whether you have one property or 100+.We also dive into:The number one mistake hosts make when selecting a PMSHow a strong tech stack can make your hosting life easierDirect bookings: Is a PMS worth it if you only have one or two properties?The power of repeat guests and how a PMS can help you get moreWhy booking direct is one of the biggest opportunities for hosts in 2025How Hostfully’s AI-powered inbox is saving hosts three or more hours per dayHow midterm rentals are evolving—and what Hostfully is doing about itWhether you’re shopping for a PMS, considering a switch, or just want to maximize the power of the one you have, this episode is packed with insights, strategy, and actionable tips to take your STR business to the next level.More About Our Guest: Margot SchmorakMargot is the CEO & Co-Founder of Hostfully, a leading PMS in the STR industry. Under her leadership, Hostfully has helped thousands of property managers streamline their operations, grow their portfolios, and embrace direct bookings as a key revenue driver.Beyond Hostfully, Margot is also a mom, wife, and creative entrepreneur based in San Francisco. She’s passionate about supporting women, moms, and underrepresented groups in tech and hospitality, and she loves travel, design, and music.Resources & Links from This EpisodeListen to Margot’s first TFV EpisodeExact Steps for Leaving a Negative Airbnb Guest Review | Subscribe to our YouTube ChannelWant to get your property featured on #STRShareSunday? | Submit your listing here: strsharesunday.comMentioned in this episode:Proper Insurance | Book Your Risk Assessment TodayHostfully | Go to https://www.hostfully.com/tfv and use TFV100 to get $500 off your subscription.Fido | Visit getfido.com/tfv & get your first month free!Extenteam | Receive 20% off the first 2 months with Tailwind!Quiz | Take our quiz to reveal your hosting personality style!