We’re tackling a topic that’s near and dear to our hearts — how to avoid host burnout and take back your time. We’re joined by Rich Sippos, the Head of Sales at Extenteam, the industry’s first staffing-as-a-service company, offering a unique labor subscription model that extends local teams with professional global talent. Extenteam has an exciting new product, Tailwind, which features 24/7 guest communication for hosts.

Tailwind is a game-changer because it helps you provide an excellent customer experience — without needing to be constantly glued to your phone. Rich explains how Tailwind operates, how it supports hosts, and its affordable pricing structure. We also talk about tips for hiring a reliable team, solving pain points for hosts, and the secrets to preventing host burnout so you can optimize both your business and personal life.

(00:00:00) Introductions

(00:01:28) #STRShareSunday: @hotelstellas

(00:07:20) Rich’s Hospitality Journey

(00:13:00) What Extenteam Does For Hosts

(00:16:59) Building A Team You Can Rely On

(00:21:28) Solving Pain Points In Hiring

(00:32:34) Preventing Host Burnout

(00:35:30) Are There Language Barriers With Tailwind?

(00:42:05) Hiring A Dedicated Team Member With Extenteam

(00:47:17) The Secret To Hiring Great Cleaners

Resources:

• Click here for full show notes

• Try Tailwind: extenteam.com/thanksforvisiting_tailwindpromotion

• Connect with Rich: [email protected]

• #STRShareSunday: @hotelstellas

• Submit your property for our next #STRShareSunday at strshare.com

• Video: 5 Tips To Overcoming Hosting Burnout

• Airbnb Essentials Checklist: hostchecklist.com

Thanks for Visiting is produced by Crate Media.

Mentioned 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!

Hostfully | Go to https://www.hostfully.com/influencers/thanks-for-visiting/ and use TFV100 to get $100 off your subscription.

Welcome back to the Hosting Hotline! This is an Ask Me Anything where each week we’ll answer your questions on Airbnb, STRs, real estate, and everything in between.

Vanessa asks:

We run a short-term rental on Whidbey Island in Washington State called Bells Beach Lookout. Thanks to you, it's been going really well. We are in the process of purchasing our second short-term rental. The seller of this house is also an Airbnb host and has done very well. She has great reviews — like 4.93 — but I learned from Airbnb that those reviews can't be transferred. What tips do you have for me to make this transition effective and make it easy for past guests to want to come back? How can I connect with this seller, and what questions or requests should I be making of her?

(00:00:00) Introduction

(00:02:44) Airbnb’s Terms & Conditions About Transferring

(00:05:14) What To Request From The Current Owner

(00:09:41) Updating & Optimizing The Listing

Thanks to everyone who submitted questions. To hear your voice on the show and send a question to Sarah and Annette, submit your burning hosting questions at: hostinghotline.com.

Resources:

• Click here for full show notes

• Bells Beach Lookout: bellsbeachlookout.com

• Video: How To Create A Direct Booking Site For Your Airbnb Business

• Airbnb Essentials Checklist: hostchecklist.com

Thanks for Visiting is produced by Crate Media.

Mentioned in this episode:

StayFi | Go to www.stayfi.com and enter TFV to get 50% off your first three months.

This is a unique episode all about unique stays! We’re excited to welcome Whitney Hansen, a financial coach, host of The Money Nerds Podcast, and a unique property builder. She operates the Cascade Dome, a geo-dome in the mountains, and The Flower Pot, a giant flower pot you can actually sleep in. The Flower Pot was one of 100 global winners of the Airbnb OMG Fund.

Whitney joins us to talk about how she grew The Flower Pot into a flourishing business, why she’s attracted to unique stays, and the benefits and challenges of experiential STRs. Whitney gets really honest about the financials of her properties, how she sets guest expectations, and her advice for managing social media and influencer outreach.

This episode gave us a lot to think about for our next property, and we know you’ll find it valuable, too.

(00:00:00) Introductions

(00:01:28) #STRShareSunday: @idahoflowerpot

(00:04:52) How Whitney Won The OMG Fund

(00:07:48) Her Journey In The STR Space

(00:11:50) The Dollars & Cents Behind The Flower Pot

(00:19:35) The Power Of Unique Stays

(00:24:43) The Challenges of Unique Stays

(00:26:50) The Cascade Dome’s Financials

(00:30:35) Social Media Dos and Don'ts

(00:40:42) The Benefits Of Direct Booking

(00:46:56) Rapid-Fire Questions

Resources:

• Click here for full show notes

• Airbnb.com/h/idahoflowerpot

• Airbnb.com/h/cascadedome

• @cascadedome

• #STRShareSunday: @idahoflowerpot

• Submit your property for our next #STRShareSunday at strshare.com

• Casper Mattress: amzn.to/3YuN4Xt

• The Money Nerds Podcast: themoneynerds.com

• Video: How to Buy Land For Your Airbnb Glamping Business

• Airbnb Essentials Checklist: hostchecklist.com

Thanks for Visiting is produced by Crate Media.

Mentioned 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!

Minoan | Visit MinoanExperience.com and tell them TFV sent you!

Hostfully | Go to https://www.hostfully.com/influencers/thanks-for-visiting/ and use TFV100 to get $100 off your subscription.

Welcome back to the Hosting Hotline! This is an Ask Me Anything where each week we’ll answer your questions on Airbnb, STRs, real estate, and everything in between.

Madison asks:

I've just completed my first direct booking at a property that I own and manage, and I'm going through the process of remitting taxes to my county and state. How do you handle this for co-hosted properties? I'd like to offer direct bookings, but would I remit taxes on behalf of the owner or is that their responsibility?

(00:00:00) Introduction

(00:03:09) How Sarah Remitted Taxes On Her Clients’ Behalf

(00:05:19) How To Make Life Easier For Your Clients

(00:06:42) Remitting Taxes Even If You’re Not Co-Hosting

Please note that we are not CPAs, and this information is location dependent. We encourage you to consult with a tax professional in your area.

Thanks to everyone who submitted questions. To hear your voice on the show and send a question to Sarah and Annette, submit your burning hosting questions at: hostinghotline.com.

Resources:

• Click here for full show notes

• Video: The Ultimate Guide to Setting Up Your Airbnb Business the RIGHT way (banking, taxes, LLC, profits)

• Airbnb Essentials Checklist: hostchecklist.com

Thanks for Visiting is produced by Crate Media.

Mentioned in this episode:

Quiz | Take our quiz to reveal your hosting personality style!

StayFi | Go to www.stayfi.com and enter TFV to get 50% off your first three months.

Breezeway | Get Breezeway’s full guidebook, messaging, and operations tools for just $19.99 per unit per month!

We’re unpacking the biggest announcement of Airbnb’s 2024 Winter Release — their new co-host network. The network opens up fresh opportunities for you to grow your co-hosting business and earn extra money or find the right co-host for your property. Either way, you’ll optimize your business with this free tool.

We break down how the network works, requirements to be a co-host, and the approval process. Plus, we talk about more Airbnb Winter Release updates, from new messaging features to last-minute stays.

(00:00:00) Introductions

(00:01:26) #STRShareSunday: @hiwasseeriverretreat

(00:06:05) Sarah & Annette’s Co-Hosting Journeys

(00:08:30) Airbnb’s New Co-Host Network

(00:12:20) Co-Hosting Opportunities For You

(00:17:30) More Airbnb Updates

Resources:

• Click here for full show notes

• Airbnb Winter Release: airbnb.com/release

• Hotel Tonight app: txt.htltn.com/wPgRXh32SNb

• #STRShareSunday: @hiwasseeriverretreat

• Submit your property for our next #STRShareSunday at strshare.com

• Video: Co-Hosting for Airbnb - How To Know You’re Ready

• Airbnb Essentials Checklist: hostchecklist.com

Thanks for Visiting is produced by Crate Media.

Mentioned in this episode:

Superhog | Visit superhog.com/thanks-for-visiting and book your FREE demo today!

Hostfully | Go to https://www.hostfully.com/influencers/thanks-for-visiting/ and use TFV100 to get $100 off your subscription.

Host Checklist | Grab our Airbnb Essentials Checklist and make stocking your Airbnb a breeze – we've got all your hosting needs covered!

Welcome back to the Hosting Hotline! This is an Ask Me Anything where each week we’ll answer your questions on Airbnb, STRs, real estate, and everything in between.

Shaina asks:

I have a quick question related to bedding. In the summertime, I have some light, colorful quilts. Going into winter, I was thinking about switching to duvets with white duvet covers. I'm wondering if you think we need to update the listing photos.

(00:00:00) Introduction

(00:01:58) The Importance Of Attention To Detail

(00:03:18) Photo Refresh Opportunities

(00:05:22) Embracing Seasonality With Linens

Thanks to everyone who submitted questions. To hear your voice on the show and send a question to Sarah and Annette, submit your burning hosting questions at: hostinghotline.com.

Resources:

• Click here for full show notes

• Video: Affordable Bedding Must Haves For Five Star Airbnb Stays

• Airbnb Essentials Checklist: hostchecklist.com

Thanks for Visiting is produced by Crate Media.

Mentioned in this episode:

StayFi | Go to www.stayfi.com and enter TFV to get 50% off your first three months.

Fall is in full swing and the holiday season is upon us. In this episode, we’re sharing six simple and seasonal strategies for your short-term rental. These tips will help you optimize your business, enhance your guest experience, and maximize your STR revenue.

Apply these timely strategies now, and you’ll see the payoff for months — and years — to come!

(00:00:00) Introductions

(00:01:24) #STRShareSunday: @floridacamprentals

(00:04:54) Maximizing Long Weekends

(00:06:07) Preparing For Holiday Guests

(00:09:22) Leveraging Local Events

(00:13:33) Slow Season Strategy

(00:17:26) Black Friday & Gap Night Promos

(00:19:21) Coordinating With Your Team

Resources:

• Click here for full show notes

• #STRShareSunday: @floridacamprentals

• Submit your property for our next #STRShareSunday at strshare.com

• Video: The Easiest Way to Add 25% More Profit to Your Airbnb Bookings

• Make sure your property is fully stocked for the holiday season!: thanksforvisiting.com

Thanks for Visiting is produced by Crate Media.

Mentioned in this episode:

Minoan | Visit MinoanExperience.com and tell them TFV sent you!

Hostfully | Go to https://www.hostfully.com/influencers/thanks-for-visiting/ and use TFV100 to get $100 off your subscription.

Superhog | Visit superhog.com/thanks-for-visiting and book your FREE demo today!

Welcome back to the Hosting Hotline! This is an Ask Me Anything where each week we’ll answer your questions on Airbnb, STRs, real estate, and everything in between.

Jenny asks:

My first STR is undergoing some major construction, and we're hoping to launch it by this winter. I'm really lucky to say that I already have a social media presence as a travel and outdoor lifestyle blogger. We have around 50,000 followers across platforms, and I want to utilize this existing audience to promote the rental. But I don't want to change my handles. So what do I do? Do I create a separate account for the rental and start all over? Or do I somehow utilize what I already have?

(00:00:00) Introduction

(00:02:28) How To Weave Together Multiple Social Accounts

(00:04:41) Leveraging SEO & Email Lists

(00:08:04) Ensuring Your Content Resonates With Your Audience

Thanks to everyone who submitted questions. To hear your voice on the show and send a question to Sarah and Annette, submit your burning hosting questions at: hostinghotline.com.

Resources:

• Click here for full show notes

• Jenny’s Instagram: @girlof10000lakes

• @arrowsandbow

• Video: Marketing for Airbnb Hosts

• Airbnb Essentials Checklist: hostchecklist.com

Thanks for Visiting is produced by Crate Media.

Mentioned in this episode:

StayFi | Go to www.stayfi.com and enter TFV to get 50% off your first three months.

Quiz | Take our quiz to reveal your hosting personality style!

Breezeway | Get Breezeway’s full guidebook, messaging, and operations tools for just $19.99 per unit per month!

We want to help you make more money. That’s why we’re sharing a simple tip that can add about $1,500 a month to your STR revenue. You can be making an extra 5 figures a year without doing anything extra.

In this episode, we break down what a gap night strategy is and how to optimize it. We share the 4 pillars of a gap night strategy. Plus, we explain how to effectively price, automate, and market your gap nights.

This strategy is a no-brainer and a win-win for both you and your guests. We’re excited to see you try it!

(00:00:00) Introductions

(00:01:28) #STRShareSunday: @goldiesbeachhouse

(00:05:03) What Is A Gap Night Strategy?

(00:09:21) Pillar 1: Knowing Your Numbers

(00:14:00) Pillar 2: Understanding Your Booking Window

(00:17:52) Pillar 3: Pricing Your Gap Night

(00:23:03) Pillar 4: Shifting Your Mindset

(00:25:18) Messaging Your Gap Nights

Resources:

• Click here for full show notes

• Breezeway

• minoan.com/tfvshowroom

• #STRShareSunday: @goldiesbeachhouse

• Submit your property for our next #STRShareSunday at strshare.com

• Video: The Easiest Way to Add 25% More Profit to Your Airbnb Bookings

• Airbnb Essentials Checklist: hostchecklist.com

Thanks for Visiting is produced by Crate Media.

Mentioned in this episode:

Hostfully | Go to https://www.hostfully.com/influencers/thanks-for-visiting/ and use TFV100 to get $100 off your subscription.

Superhog | Visit superhog.com/thanks-for-visiting and book your FREE demo today!

Welcome back to the Hosting Hotline! This is an Ask Me Anything where each week we’ll answer your questions on Airbnb, STRs, real estate, and everything in between.

Jonathan asks:

We began hosting a few months ago. We are getting in the swing of things, and I feel like we have our basic operation figured out, but I'm starting to look at tech. There's so much out there. What tech did you add first to your business? Do I need any of it?

(00:00:00) Introduction

(00:02:14) Financial Software Everyone Needs

(00:04:18) Tech For Safety & Security

(00:06:29) Tech To Help Your Business Grow & Thrive

Thanks to everyone who submitted questions. To hear your voice on the show and send a question to Sarah and Annette, submit your burning hosting questions at: hostinghotline.com.

Resources:

• Click here for full show notes

• PriceLabs

• Relay

• Breezeway

• StayFi

• NoiseAware: Use code TFVNA20 for 20% off

• Video: Top 7 Apps To Automate Your Airbnb Business

• Airbnb Essentials Checklist: hostchecklist.com

Mentioned in this episode:

Breezeway | Get Breezeway’s full guidebook, messaging, and operations tools for just $19.99 per unit per month!

Thanks for Visiting is produced by Crate Media.

Mentioned in this episode:

StayFi | Go to www.stayfi.com and enter TFV to get 50% off your first three months.

Quiz | Take our quiz to reveal your hosting personality style!

We can’t wait for you to hear this conversation with Stephanie West, the COO of HostWise. After beginning her journey as a cleaner, Stephanie co-founded and grew HostWise into a business with over $4M in sales. HostWise manages more than 100 units in Pittsburgh and has an overall rating of 4.93.

In this episode, Stephanie shares her wise secrets for building a cleaning business and finding a great cleaner for your properties. She shares why cleaners are the most important role in STRs, and why you should cater to your cleaners. We also talk about streamlining communication between hosts and cleaners, staging advice, non-negotiable boundaries with clients, and successful pricing strategies. Plus, she tells us her #1 regret when starting her business — and how you can avoid it.

This is a must listen for hosts, whether you’re starting out, growing your business, or looking for a new niche.

(00:01:01) #STRShareSunday: @thewooderhouse

(00:05:27) Stephanie’s Start In The Industry

(00:14:38) Building A Cleaning Business

(00:19:23) Streamlining Virtual Assistant/Cleaner Communications

(00:22:44) Her Secrets For Finding A Great Cleaner

(00:36:19) Non-Negotiables For Clients

(00:42:35) Staging & Onboarding Advice

(00:45:25) Successful Pricing Strategies

(00:49:11) Her Secret Sauce To Starting Your Business Strong

Resources:

• Click here for full show notes

• hostwisestays.com

• steelcitystra.org

• #STRShareSunday: @thewooderhouse

• Submit your property for our next #STRShareSunday at strshare.com

• Video: How to Clean Your Airbnb - A Walkthrough for New Airbnb Hosts

• Airbnb Essentials Checklist: hostchecklist.com

Thanks for Visiting is produced by Crate Media.

Mentioned in this episode:

Superhog | Visit superhog.com/thanks-for-visiting and book your FREE demo today!

Hostfully | Go to https://www.hostfully.com/influencers/thanks-for-visiting/ and use TFV100 to get $100 off your subscription.

Minoan | Visit MinoanExperience.com and tell them TFV sent you!

Owner Statements 101 | Save Your Seat: https://thanksforvisiting.com/course

Host Checklist | Grab our Airbnb Essentials Checklist and make stocking your Airbnb a breeze – we've got all your hosting needs covered!