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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

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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09:46

472. Hosting Hotline: Can You Ask Guests to Book...

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2025/06/17

In this Hosting Hotline episode, listener Colby from Humble Abode in Australia calls in with a question many hosts are asking: Can you still nudge guests toward booking direct after their stay—even with Airbnb’s updated policies?Colby has been sending post-stay messages encouraging repeat visits and direct bookings. But with Airbnb tightening its rules, is that strategy still allowed?We break down:Why post-stay messages via Airbnb’s platform are now a hard noWhat is still okay when it comes to

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01:13:55

471. Is Airbnb Just the Beginning? A Conversation...

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2025/06/12

This week on Hosting Hotline, we’re joined by Phil Kennard, founder of FutureStay—a platform built specifically for rental-preneurs. Whether you're managing one short-term rental or a growing handful, Phil is here to help you take back control of your business and stop relying solely on platforms like Airbnb.We dig into:What it means to be a “rental-preneur”The truth about Airbnb's off-platform policyWhy direct bookings aren’t as scary (or risky) as you thinkHow to use the “billboard effect” to

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19:37

470. Hosting Hotline: Are You Leaving Money on the...

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2025/06/10

This week on Hosting Hotline, we’re answering a question from Joanna—a host in Central Virginia—who’s working to increase bookings by upselling gap nights before or after a guest’s stay.Also known as adjacent nights or half-day stays, these nights are often overlooked revenue opportunities. But the truth is, guests are more willing than you think to arrive early or stay late—if you offer it the right way and at the right time.In this episode, we cover:– What “gap nights” really are (and why guests

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01:01:23

469. Unlocking the STR Tax Loophole with Amanda Han, CPA

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2025/06/05

You’ve heard whispers of a short-term rental tax loophole that can save hosts big money—but is it real? And more importantly, does it apply to you?In this episode, we're joined by Amanda Han, CPA and tax strategist, who breaks down exactly how short-term rental owners can legally reduce their tax burden without qualifying as a real estate professional. Amanda walks us through the difference between material participation and real estate professional status, how to track your hours, and how to avoid

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08:34

468. Hosting Hotline: Should You Add a Security...

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2025/06/03

If you're a new host wondering whether a Ring camera is worth the investment—or how to manage your smart locks like a pro—you’re not alone.On this Hosting Hotline episode, Sarah and Annette answer listener Winn’s questions about securing her very first short-term rental. They cover everything from guest privacy concerns to how often you should change your keypad code.You’ll learn:What your insurance provider needs to know about outdoor camerasHow to decide whether security devices are right for your

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01:13:31

467: Hosting Across the Pond: Global Lessons from the...

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2025/05/29

This week’s episode is a special one—we’re taking you behind the scenes of an exclusive short-term rental retreat held in the UK at the stunning, historic Knowsley Hall. Alongside 17 founders, CEOs, and global leaders in the STR space, we got to talk shop, exchange ideas, and ask bold questions about where our industry is headed.In this episode, you’ll hear:How Knowsley Hall (est. 1385!) is blending historic preservation with modern hospitalityLessons from tech leaders who got their start as

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14:50

466. Hosting Hotline: Should You Try Midterm Rentals?...

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2025/05/27

In this week’s Hosting Hotline, we’re answering a question we hear all the time: Should I consider midterm rentals (30+ day stays)? If you’re wondering whether it’s the right move for your property, this episode will help you break it down.We cover the pros, cons, and what it really looks like to add midterm rentals into your hosting strategy—including Sarah’s firsthand experience with listing on Furnished Finder during the off-season.We break down:What counts as a midterm rental—and how it’s

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01:01:02

465. Deepak Mehrota from California Design Den on the...

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2025/05/22

This week, we’re diving deep into the world of sheets, stains, thread counts, and what your guests actually care about when it comes to the sleep experience. We’re joined by Deepak Mehrotra, founder of California Design Den, a luxury bedding brand trusted by thousands of short-term rental hosts—and the highest-rated cotton sheet brand on Amazon.In this episode, Deepak pulls back the curtain on everything you never knew you needed to know about bedding. From the science behind thread count to how

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15:30

464. Hosting Hotline: Design-Challenged? How to...

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2025/05/20

Welcome to another Tuesday Hosting Hotline! Today, we’re answering a question from Joanna, a new host who admits she’s got zero design sense—and she’s not alone. Furnishing a short-term rental (STR) without making expensive mistakes is one of the biggest hurdles for new hosts. So what’s the smartest way to get it done?In this episode, Sarah and Annette break down:Why design matters more than ever in today’s competitive STR marketWhether you should hire an interior designer, stager, or go DIYWhat to

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53:21

463. Leaving Corporate, Facing HOA Battles, and...

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2025/05/15

This week we’re sharing an incredible story of resilience, risk, and hosting transformation inside our community. Meet one of our Hosting Business Mastery members who went from chemical engineer to thriving short-term rental owner—with nine beautifully designed units and a passion for guest care that can’t be taught.She didn’t just dip a toe in—she jumped in headfirst, took on rental arbitrage, faced an unexpected HOA shutdown, and fought to stay in business. Along the way, she found support, built

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16:49

462. Hosting Hotline: What’s the Best Bedding for...

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2025/05/13

Welcome back to another Tuesday Hosting Hotline! Today’s question comes from Sarah in Redwood, Mississippi, who’s been crushing it with over 30 stays in just six months. She’s asking something we hear all the time: What sheets actually hold up in short-term rentals? She's tried cotton, poly, bamboo—and still ends up with wrinkled, snagged bedding and lint rollers in hand.We’re breaking it all down:– Why the problem might start with your washer, dryer, or water quality, not the sheets themselves– The

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59:05

461. From Design Firm to Direct Booking Success

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2025/05/08

Today’s guest is a powerhouse of resilience and resourcefulness: Janice Thayer of Curated Properties in Abingdon, Virginia. As a longtime member of Hosting Business Mastery (HBM), Janice shares her remarkable journey from navigating personal upheaval to launching a thriving short-term rental business — all while living on-site.In this inspiring conversation, Janice explains how she leveraged her design expertise and entrepreneurial background to build a luxury hosting brand, create multiple rentable

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13:35

460. Hosting Hotline: Should I Add a Safe to My Airbnb?

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2025/05/06

This week’s question comes from Valerie, who’s looking to add a hotel-style safe to her short-term rental so guests can program their own code and feel secure during their stay. It sounds simple—but there’s more to consider than you might think!We’re diving into:The pros of offering a programmable safe (especially in shared spaces or high-trust luxury listings)What you need to know before installing oneTeam and guest communicationCleaning and turnover protocolsWhat to do if a guest forgets the code

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52:00

459. Mastering Revenue Management: Pricing Strategy,...

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2025/05/01

It’s Money-Making May—and today’s guest proves that revenue management doesn’t have to be overwhelming.We’re joined by Wendy Doris, founder of Mostess and a powerhouse co-host based in Phoenix/Scottsdale, Arizona. Wendy manages a portfolio of 17 highly curated homes and has become a sought-after voice in the STR world for her detailed, data-driven approach to pricing and guest experience.In this episode, Wendy walks us through her journey from “weekend pricing guesswork” to full-on revenue strategy

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472 results

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