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PODCAST

Thanks For Visiting

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

business investing

All Episodes

15:51

492. Hosting Hotline: What Happens to Bookings When...

Thanks For Visiting ·

2025/08/26

This week on the Hosting Hotline, we’re answering Renee’s question about buying a property that’s already operating as a short-term rental—and what to do about the future bookings that come with it.If you’ve ever considered purchasing an “active STR,” you’ll quickly find out there’s a lot more to it than inheriting a calendar full of reservations. Sarah and Annette explain why listings follow the host (not the property), what that means for your ability to transfer bookings, and the negotiations

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26:07

491. Why Your Airbnb Listing Might Be in Trouble (and...

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2025/08/21

This week, we’re diving into a behind-the-scenes feature on Airbnb that too many hosts don’t know exists: listing issues. These hidden alerts could be silently hurting your visibility and even putting your listing at risk of suspension.Sarah and Annette break down what listing issues are, how to find them, and—most importantly—how to resolve them. They also share two real-life examples from their own properties, including one that was flagged for a surprise reason (hint: it involved kittens).Tune in

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20:07

490. Hosting Hotline: Are You Doing Enough to Market...

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2025/08/19

This week on the Hosting Hotline, we’re answering Kelsey’s question about how to market a midterm rental beyond just listing on Airbnb or Furnished Finder. If you want to stay competitive in the midterm rental space, you can’t just “set it and forget it.”We break down why marketing your MTR should be part of your daily business routine, how to track what’s working, and why “fortune is in the follow-up.” You’ll learn:How to set up a referral system that keeps past guests thinking about your

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38:06

489. Chargebacks 101: Spotting Red Flags and...

Thanks For Visiting ·

2025/08/14

This week on Thanks for Visiting, we’re diving deep into a topic no host wants to deal with—but every host needs to understand: chargebacks.Whether you’ve faced one before or you’re hearing the term for the first time, this episode will equip you with the knowledge to protect your business from costly disputes. We’re breaking down what a chargeback is, why it happens, and the difference between when an OTA is the merchant of record and when you are.We’ll share:Real-world scenarios where chargebacks

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18:15

488. Hosting Hotline: How Can You Monetize Your...

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2025/08/12

This week on the Hosting Hotline, listener Mike calls in with a creative question about syncing Airbnb calendars—but what he really unlocks is a much bigger opportunity for short-term rental hosts.Mike and his wife host three cabins in the highly competitive Hocking Hills market and recently added an escape room to one of their properties. While Airbnb doesn’t currently allow you to sync an experience calendar with a listing calendar, this episode dives into the mindset shift that can turn unique

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28:23

487. Strict vs. Flexible: Which Airbnb Cancellation...

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2025/08/07

If you’ve ever second-guessed your Airbnb cancellation policy—or gotten a refund request that threw you off—this episode is for you.We’re diving into the pros and cons of each Airbnb cancellation policy option (from Flexible to Super Strict), what they actually do to your listing’s visibility and booking velocity, and how to decide which one is best for your business. We're also sharing real-life guest messages, how we responded, and when we’ve chosen to bend the rules—or stand firm.Whether you’re a

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09:36

486. Hosting Hotline: How Much Control Is Too Much?...

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2025/08/05

In this Hosting Hotline episode, Sarah and Annette answer listener Dayne’s two-part question about couch cushion covers and temperature control settings in short-term rentals. First, they discuss the pros and cons of using removable couch covers vs. investing in performance fabric for sofas. Then, they dive into the hot topic (pun intended) of thermostat control—should guests be allowed to set their own temperatures, or is it worth installing smart limitations to avoid outrageous utility bills

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29:21

485. Are Influencer Stays Worth It? How to Know, What...

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2025/07/31

This week, we’re diving into one of the most common questions we hear from hosts: Should you say yes to that influencer asking for a free stay?Whether you're actively seeking partnerships or you're flooded with DMs from creators offering “exposure,” this episode is packed with practical advice on how to approach influencer marketing with confidence—and boundaries.We walk you through:Setting clear goals for influencer partnerships (and how to track ROI)Red flags to look for when influencers reach

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14:03

484. Hosting Hotline: Are You Really Covered by...

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2025/07/29

Airbnb’s AirCover might sound reassuring—but is it enough to truly protect your short-term rental? In this Hosting Hotline episode, we break down a YouTube comment that sparked an important conversation about insurance: what Airbnb does (and doesn’t) cover, why it’s not technically a policy, and the major risks hosts take when relying solely on platforms like Airbnb for protection.We’ll walk through:The common (and dangerous) misconception about Airbnb’s million-dollar liability promiseWhy basic

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52:56

483. Are You Actually Covered? What Hosts Need to...

Thanks For Visiting ·

2025/07/24

This week on Thanks for Visiting, we’re joined by Darren Nix, founder and CEO of Steadily, one of the fastest-growing landlord insurance companies in the U.S.Darren’s story starts with a personal loss—his investment property burned down—and what followed was an eye-opening crash course in everything not to do when dealing with insurance. That experience inspired him to launch a company designed for landlords, by landlords.In this episode, Darren shares the biggest mistakes he sees hosts make when it

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15:51

482. Hosting Hotline: Can You Actually Sell Your STR...

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2025/07/22

This week on the Hosting Hotline, Lori from Fort Wayne, Indiana calls in with a big-picture question: how do you prepare your short-term rental (STR) for sale—and is it possible to sell it as a functioning business, not just a piece of real estate?In this episode, Sarah and Annette walk through everything you need to know before listing your STR, including how appraisers and lenders view short-term rentals, why finding the right realtor is essential, and how to identify—and package—your property’s

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29:03

481. Fix Your Airbnb Title: Simple Changes That Drive...

Thanks For Visiting ·

2025/07/17

This week on Thanks for Visiting, Sarah is flying solo to dig deep into one of the most powerful (yet overlooked) elements of your Airbnb listing: the title.With only 50 characters to work with, your title has to do more than just describe your space—it needs to stop the scroll, spark curiosity, and drive clicks. In this episode, Sarah breaks down which words to ditch, how to use guest reviews for inspiration, and ways to craft headlines that convert.In this episode, you'll learn:– Why Airbnb

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10:33

480. Hosting Hotline: Do You Really Need an LLC to...

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2025/07/15

This week on the Hosting Hotline, we’re tackling one of the most common legal questions new hosts face: Do you really need an LLC to start hosting?Listener Jennifer is about to launch her first short-term rental and wants to make sure she’s protecting her personal assets and doing things the right way. We walk through how to approach this decision with confidence, who you should be talking to, and why the answer isn’t one-size-fits-all.In this episode, we cover:– Why it’s worth consulting your

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39:00

479. Airbnb Damage Claims 101

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2025/07/10

No matter how well you prepare your space, accidents happen—and that’s just part of the short-term rental business. But when damage occurs, do you know how to handle it professionally, recover costs effectively, and keep your emotions out of the process?In this episode, we walk you through how to navigate guest damage, from identifying what actually qualifies as a damage claim (versus normal wear and tear) to how to submit a successful claim with Airbnb’s AirCover. We also talk about communicating

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16:02

478. Hosting Hotline: How Should You Handle TVs and...

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2025/07/08

is week on the Hosting Hotline, Amy from Canada calls in with a common (but often overlooked) question: How should short-term rental hosts handle TVs and streaming services?We dive into:Where you should place TVs in your rental (and why it matters)Which streaming services to offer—and what to avoidSmart tips to protect guest privacy and your own subscriptionsOperational systems for checking logins, batteries, and connectivityHow your STR's brand and guest profile should influence your entertainment

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55:11

477. How Taylor Gates Scaled from Golf Cart Tours to...

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2025/07/03

This week on Thanks for Visiting, we’re joined by hospitality entrepreneur Taylor Gates, whose journey from renting out rooms in Charleston to founding multiple thriving hospitality ventures is anything but ordinary. What started as a side hustle quickly grew into Stay Duvet, a premier property management company focused on elevating the guest experience through hotel-quality standards and operations. Taylor also founded Fluffy, a commercial laundry and housekeeping service that supports his mission

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10:06

476. Hosting Hotline: Is Dynamic Pricing Worth It for...

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2025/07/01

This week on the Hosting Hotline, we're shaking things up by answering a listener question from the comments section of our YouTube channel. The question? Whether using a dynamic pricing tool like PriceLabs is really worth it if you only have one seasonal property.Spoiler alert: our answer is a resounding yes—and we’re breaking down why.In this episode, we discuss:What PriceLabs is and how it compares to Airbnb's Smart PricingWhy dynamic pricing is essential for seasonal propertiesHow a $20/month

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26:08

475. Content Shoots at Your Airbnb: What to Ask, What...

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2025/06/26

A local photographer wants to use your Airbnb for a shoot. Should you say yes?In this episode, we’re walking through the exact questions we ask when we get these requests—and all the lessons we’ve learned the hard way. From influencer swaps to full-on commercial productions, we’ve seen it all. And we’re here to help you protect your property, price it properly, and make smart decisions about the kind of content being created in your space.Whether you’re already hosting photoshoots or a guest just

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13:00

474. Hosting Hotline: Should You Trade Free Stays for...

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2025/06/24

This week on the Hosting Hotline, listener Julia calls in with a timely question: should you host influencers in exchange for a free or discounted stay—especially when your property is new and you’re trying to build buzz?Julia runs a fully immersive Star Wars-themed short-term rental in Kissimmee, Florida, and recently experimented with a creator collaboration through the platform Stayamo. While she didn’t see immediate bookings, the exposure raised awareness and boosted her Instagram following. But

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58:39

473. Hosting Through a Crisis with Catherine Morris...

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2025/06/19

When a once-in-a-generation storm hit the mountains of Western North Carolina, Superhost Catherine Morris found herself not only without power—but with stranded guests, canceled reservations, and major cleanup ahead. In this episode, we talk with Catherine of Edenwood NC about her transition from corporate life to full-time hosting, the realities of managing two unique properties (yes, she still does the cleaning herself!), and the lessons she learned when Hurricane Helene shut everything down.From

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446 results

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