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PODCAST

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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

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All Episodes

23:46

454. Hosting Hotline: Are your Airbnb bookings down?

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2025/04/15

Are your Airbnb bookings slower than usual… or does it just feel that way?This week, Courtney calls in with a question we’ve heard from more and more hosts: “Is it just me, or are bookings down and cancellations up?”We’re digging into that exact question—because while it’s easy to blame the economy or the season, the truth might be hiding in your data (or your photos… or your minimum night stay settings).Resources:Want to join us live and learn how to price your property like a pro? Get on the

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23:47

453. The 5 Biggest Tax Mistakes STR Hosts Make

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2025/04/10

It’s tax time, and if you're a short-term rental host, this episode is a must-listen.We’re breaking down the five biggest tax mistakes we see STR hosts make—and how to avoid them so you can keep more of what you earn. From understanding the seven-day rule to knowing how your cleaning schedule could trigger self-employment tax, we’re unpacking how STR income is classified and what actually qualifies for those juicy tax deductions.We’re also sharing actionable tips on how to track your time,

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14:28

452. Hosting Hotline: How Should I Collect Payment...

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2025/04/08

Today’s question comes from Melody, and it is all is all about upsells: specifically, how should hosts collect payment for add-ons like early check-in and late checkout?In this episode, we cover:What qualifies as an upsellThe pros and cons of using Airbnb’s Resolution CenterAlternatives like Venmo, PayPal, QuickBooks, and property management softwareWhy proper tracking is critical (especially as your team grows)How to keep things easy and professional with tools like Hostfully guidebooksReal host

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25:25

451. Spring Cleaning Secrets: Are You Missing These...

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2025/04/03

Spring cleaning isn't just for your own home—your short-term rental deserves a deep refresh too. In this episode, we're giving you seven essential tips to help you roll up your sleeves and bring your Airbnb back to life after winter. From deep cleaning overlooked appliances to inventorying kitchen essentials, and refreshing outdoor spaces, we walk through a full-property plan to get your place sparkling clean and guest-ready.Need help getting started? We’re sharing what to clean, what to replace,

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13:04

450. Hosting Hotline: Is My PMS Blocking Me From...

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2025/04/01

Your property management system (PMS) is supposed to make hosting easier—but what happens when it feels like it's limiting what you can do on Airbnb?In this Hosting Hotline episode, we answer Leslie’s question about using HostAway and navigating PMS limitations when trying to run last-minute promotions or access Airbnb’s categories (like treehouse, cabin, or OMG stays).We break down:Why some Airbnb features may not be visible through your PMSHow to troubleshoot and get direct support from both your

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27:27

449. 5 Mistakes Airbnb Hosts Are Making (And How to...

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2025/03/27

5 Mistakes Airbnb Hosts Are Making (And How to Fix Them)Many Airbnb hosts are unknowingly making mistakes that are costing them bookings, revenue, and guest satisfaction. In this episode, we’re breaking down the five most common mistakes we see over and over again—and more importantly, how to fix them fast.Mistake 1: Chasing Hacks Instead of Focusing on GuestsAre you joining wishlist groups or hiring VAs to remove bad reviews? Hacks might seem like quick wins, but they won’t fix the real

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22:21

448. Hosting Hotline: How Do I Know if a Guest is...

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2025/03/25

Hosting Hotline: How Do I Know If a Guest Is Scamming Me?In this episode of the Hosting Hotline, we're diving into a tough but important topic: how to handle guest claims that may not be true—specifically bed bug accusations. Francesca from Puerto Rico calls in to ask about a troubling trend she's noticing among fellow hosts: guests claiming bed bugs without evidence.Sarah shares her personal experience of dealing with bed bugs in New York City and breaks down the realities of what these pests are,

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39:02

447. How to Start an Airbnb Host Meetup (And Why You...

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2025/03/20

If you want to be the go-to expert in your community, build strong local relationships, and grow your hosting network, starting a meetup for Airbnb hosts is a game-changer. In this episode, we’re breaking down exactly how to plan, promote, and run a successful short-term rental meetup, based on our own experience hosting packed events for hosts in Columbus.We cover:Why hosting a meetup can help you land more co-hosting clients, connect with vendors, and even find real estate dealsThe key factors for

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15:23

446. Hosting Hotline: What’s the Best Smart Lock for...

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2025/03/18

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

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41:29

445. Is It Time to Fire Your Airbnb Property Manager?

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2025/03/13

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

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10:36

444. Hosting Hotline: What’s the Best Day of the Week...

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2025/03/11

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

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51:12

443. 6 Tips to Use ChatGPT in Your Airbnb Business

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2025/03/06

ChatGPT is more than just a tool—it’s like having an extra team member in your short-term rental business. Whether you’re optimizing your listing, handling guest communication, or strategizing pricing, AI can help you save time and make more money. In this episode, we’re breaking down six powerful ways to use ChatGPT in your Airbnb business.If you’re new to AI or hesitant to dive in, don’t worry—we’re keeping things practical and actionable. Even implementing just one of these strategies could make

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14:10

442. Hosting Hotline: When Should You Replace Major...

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2025/03/04

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

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01:04:32

441. Unlocking Hidden Revenue & Effortless Operations...

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2025/02/27

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

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18:47

440. Hosting Hotline: How Do I Stay Organized as a...

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2025/02/25

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

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21:52

439. The #1 Metric to Master Your Airbnb Pricing...

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2025/02/20

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

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10:26

438. Hosting Hotline: What Is The Best Pricing...

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2025/02/18

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

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01:07:13

437. Why Your PMS is the Heartbeat of Your STR...

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2025/02/13

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,

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14:50

436. Hosting Hotline: Which STR Upgrades Actually...

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2025/02/11

Which STR Upgrades Actually Increase Bookings?Investing in your short-term rental can be a big decision—so how do you know which upgrades will actually pay off? In this Hosting Hotline episode, we help a listener evaluate whether adding privacy fencing is worth the investment. We dive into when (and why) outdoor enhancements can increase bookings, how to analyze market data before making a major purchase, and what hosts should consider before spending thousands on property improvements.What We Cover

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01:13:42

435. Short-Term Rental Insurance 101 with Proper...

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2025/02/06

In this episode, we take a deep dive into short-term rental insurance, breaking down why having the right coverage is essential for protecting your property, income, and business. We welcome Nick Massey, Chief Sales Officer at Proper Insurance, who shares critical insights on what hosts need to know, from common misconceptions about platform-provided coverage to real-life case studies of claims and payouts.What We Cover:Why short-term rental hosts need specialized insuranceCommon claims and risks in

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447 results

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