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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

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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14:00

458. Hosting Hotline: Can I Still Use StayFi with...

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2025/04/29

Airbnb’s new Off-Platform and Fee Transparency Policy has left a lot of hosts wondering: Can you still use tools like StayFi to collect guest emails?Today on the Hosting Hotline, Natasha calls in with a smart and timely question—and we bring in the best person to answer it: Arthur Colker, CEO of StayFi.In this episode, we cover:How Airbnb’s updated policy affects communication and guest data collectionWhat it means to have guests “opt in” under the new rulesWhy StayFi’s WiFi marketing and email

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23:10

457. Are Your Minimum Stay Rules Costing You Bookings?

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2025/04/24

We’re hearing it from hosts everywhere: “I want more bookings.”But when we look behind the scenes, a big reason you’re missing out is your minimum stay requirements. You’re unintentionally telling guests “no” and pushing them to book with your competitors.This episode is a deep dive into how your calendar settings might be working against you—without you even knowing it.In this episode, we cover:Why Airbnb (and other OTAs) reward availabilityHow your minimum stay rules create unbookable calendar

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30:00

Bonus: Airbnb’s New Off-Platform & Fee Transparency...

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2025/04/23

Big changes are coming to Airbnb's terms of service—and hosts need to take action. In this bonus episode, we break down Airbnb’s updated Off-Platform and Fee Transparency Policy, which officially goes into effect May 10, 2025.From mandatory fees and upsells to off-platform communication, security deposits, and software compliance, we walk through the biggest updates, what they mean for your short-term rental business, and how to stay compliant without panic.You’ll learn:What must be listed in your

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21:17

456. Hosting Hotline: Should I Bake My Airbnb...

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2025/04/22

This week on the Hosting Hotline, we're digging into a question from Penny, a host of two jaw-dropping luxury rentals in Hocking Hills, Ohio. With properties clocking in at over 10,000 and 13,000 square feet, a saltwater pool, and four separate apartments, Penny’s homes are stunning — but she's stuck on one big question: how should she charge her cleaning fee?Should she bake the fee into the nightly rate or break it out as a separate line item? What’s the “right” way to do this, especially when

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22:01

455. The Spring Maintenance Checklist for Hosts

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2025/04/17

Spring has sprung, and that means it’s time to give your short-term rental a seasonal refresh. In today’s episode, we're walking you through a host-focused maintenance checklist to ensure your property is not only clean and cozy but also safe and guest-ready as the temperatures rise.If you want to prevent emergency repairs, avoid guest complaints, and extend the life of your property’s key features, this list is for you. It’s also an opportunity to show your guests that every detail matters—which

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447 results

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