• How I Fought Back Against Bad Airbnb Reviews (And Won!) | Islam Elgarhi
    Feb 4 2025
    How did one property cover an entire mortgage—and spark a 30-property empire? In this episode of the Smart Stay Show, We sit down with Islam Elgarhi, a short-term rental investor and entrepreneur, to uncover how he turned a chance discovery into a thriving business. From scaling his portfolio with smart systems to creating an AI tool that helps hosts tackle unfair reviews, Islam shares his secrets for success. Plus, we explore how his martial arts background has shaped his mindset for resilience and growth in the fast-paced world of Airbnb hosting. If you’re ready to learn how innovation and discipline can transform your short-term rental game, this episode is packed with inspiration and actionable insights! Things we discussed in this episode: Islam Elgarhi's accidental entry into the short-term rental market by renting out his upstairs unit on Airbnb. The rapid growth of Islam's portfolio from 1 property to over 30 properties, through a partnership with his brother and a friend. The importance of developing robust systems and processes to efficiently manage a growing short-term rental business. Islam's use of outsourcing to a team in Pakistan and later virtual assistants in the Philippines to handle guest communication and operational tasks. The challenges of dealing with negative Airbnb reviews and Islam's development of an AI-powered tool to help analyze reviews and provide guidance on removal. The strategy of encouraging detailed negative reviews from guests in order to build a stronger case for review removal. The benefits of promptly handling damage claims to avoid retaliatory reviews from guests. Islam's background in martial arts, including grappling and MMA, and how it has influenced his entrepreneurial mindset and success. The correlation between Islam's achievements in martial arts and his entrepreneurial success, and the importance of balancing these two passions. The potential for AI to streamline the review removal process and reduce the need for human intervention, while also highlighting the importance of human interaction in prompting and refining AI tools. Get in touch with Islam: Linkedin - https://www.linkedin.com/in/islam-elgarhi/ Instagram - https://www.instagram.com/islamelgarhi/ Website - https://modernstayconsulting.com/ Website - https://www.reviewlawyer.ai/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #Airbnb #Entrepreneurship #SystemsDevelopment #VirtualAssistants #ArtificialIntelligence #ReviewManagement #MartialArts #FocusAndDiscipline #InnovationInRealEstate Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!
    Show more Show less
    43 mins
  • Is Bad Guest Communication Hurting Your 5-Star Reviews? | Kory Himmer + Alex Steeg
    Jan 28 2025
    Ever wonder why some hosts seem to always get glowing reviews while others struggle? In this episode of the Smart Stay Show, I’m joined by my business partners Alex Steeg and Kory Himmer to dive into the game-changing power of proactive communication in short-term rental hosting. We break down how setting clear expectations upfront can prevent negative reviews and enhance guest satisfaction. From booking confirmations to review requests, we share a 5-step strategy to keep your guests informed and your business running smoothly. Plus, we discuss the latest tech tools to streamline communication and make your life easier. If you’re ready to take your hosting to the next level, this episode is a must-listen! Things we discussed in this episode: The importance of setting clear guest expectations to avoid conflicts and negative reviews. Cory's 5-part proactive communication strategy, including booking confirmations, pre-check-in instructions, post-check-in check-ins, pre-checkout instructions, and review requests. The challenges of guests not reading provided materials and the need for patience and understanding. The value of having physical copies of property instructions in addition to digital guides. The use of automated messaging systems and AI-powered responses to streamline communication. The significance of a host's response rate in indicating their overall communication abilities. The benefits of having friends or family test the property to identify potential quirks and questions. The importance of being proactive in setting expectations and having detailed instructions. The need for hosts to stay updated on new technologies and trends in guest communication. The overall emphasis on providing an exceptional guest experience through effective communication. Get in touch with Kory: Facebook - https://www.facebook.com/kory.himmer Instagram - https://www.instagram.com/603bnb/ Website - https://603bnb.com/ / https://www.smartstaycoaching.com/ Get in touch with Alex: Facebook - https://www.facebook.com/alex.steeg86 Instagram - https://www.instagram.com/alexsteeg/ Website - https://www.shorewaymgmt.com/ / https://www.smartstaycoaching.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #GuestCommunication #ProactiveHosting #AirbnbHosting #VRBOHosting #GuestExperience #AutomatedMessages #AIResponses #HostingTips #STRSuccess Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!
    Show more Show less
    37 mins
  • Our $130k Water Damage Claim - How Proper Insurance Saved Our STR Lake Home! | Darren Pettyjohn
    Jan 23 2025
    Ever Dealt With a Water Damaged Rental Property? This Could Save You Thousands. As short-term rental owners, Rory and I have seen it all - from the good, the bad, to the downright disastrous. One fateful night, we got that dreaded 2am call about a water damaged property, and let me tell you, it was a nightmare. But what happened next is the real story. In this episode, we sit down with Darren Pettyjohn, the co-founder of Proper Insurance, to unpack why short-term rental insurance is so crucial - and how their specialized coverage saved our bacon when disaster struck. Darren pulls back the curtain on the unique challenges facing vacation rental owners, the sneaky tricks some insurance companies use, and the innovative solutions Proper has pioneered. If you own a short-term rental property, or are thinking about getting into the game, you won't want to miss this. It could be the difference between a minor headache and a total nightmare. Click play and find out how Proper Insurance can give you the peace of mind to focus on being a 5-star host. Things we discussed in this episode: Water Damaged Nightmare and Insurance Savior - Jason and Rory's experience with a water damaged short-term rental property and how Proper Insurance stepped in to help. Specialized Insurance Policies - The need for niche insurance products tailored to specific industries like short-term rentals. Proper Insurance's Unique Features - Endorsements like bed bug coverage, squatters insurance, and no limit on guest-caused damage. In-House Claims Administration - Proper Insurance's ability to control the claims process from start to finish, leading to better customer service. Differences Between Short-Term Rental and Standard Homeowner's Policies - The multi-use nature of short-term rentals and the need for a combined homeowner's, landlord, and commercial policy. Positive Claims Experience - Jason and Rory's praise for Proper Insurance's transparent communication and their ability to make the claims process smooth. Risks of Misrepresentation - The potential consequences of homeowners misrepresenting the use of their properties to insurance companies. Worcester Insurance - Proper's sister company providing business policies for professional property managers. Wave O - Proper's guest damage protection solution, offering an alternative to traditional security deposits. Importance of Employee Engagement - Darren's insights on the challenges of managing a growing business and the value of maintaining personal connections with employees. Get in touch with DARREN: Facebook - https://www.facebook.com/propervacationrentalinsurance Instagram - https://www.instagram.com/properinsurance/ Website - https://www.proper.insure/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #ShortTermRentalInsurance #PropertyProtection #ClaimsManagement #VacationRentalOwners #RiskManagement #PropertyManagerInsurance #GuestDamageProtection #EntrepreneurialInsights #InsuranceInnovation #PeaceOfMind Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!
    Show more Show less
    42 mins
  • Everything You THINK You Know About Hostels Is Wrong | Howzit Hostels Co-Founder Nathan St Cyr
    Jan 21 2025
    Ever wondered how hostels are redefining the travel experience? In this episode, I sit down with Nate St Cyr, the visionary co-founder of Malama Capital and Howzit Hostels, to uncover how he’s revolutionizing the traditional hostel concept. From daily pancake breakfasts and Margarita nights to crafting a vibrant, community-driven atmosphere, Nate shares his journey of turning a simple idea into a thriving hospitality brand. We dive into how Generation Z’s desire for connection inspired his approach, the power of social media and influencer partnerships, and his innovative strategies for building an empowered team. If you’re curious about the future of travel, hospitality, or entrepreneurship, this is an episode you won’t want to miss! Tune in now to hear Nate’s incredible story and get inspired to think differently about what it means to create unforgettable travel experiences. Let’s go! Things we discussed in this episode: The evolution of the global hostel industry and the recognition of it as a significant investment opportunity. Nate St Cyr's background and his partnership with a business partner experienced in short-term rentals. The misconceptions about hostels and how How's It Hostels offers a unique, community-driven experience. The amenities and programming at How's It Hostels, including daily activities, shared spaces, and community-building events. The importance of understanding the target audience, particularly Generation Z, and their preferences for shared experiences and human connection. The strategic use of social media and influencer collaborations to market the hostels and reach their ideal guests. The high-touch approach to guest experience, including pre-arrival welcome calls and 24/7 reception. The company's focus on creating a positive work culture and retaining employees through generous vacation policies and empowerment. The plans for expansion and the need to understand the local market and hospitality needs when scaling the business. The importance of aligning the business model and hospitality offerings with the target audience's needs and preferences. Get in touch with Nate: Facebook - https://www.facebook.com/howzithostels Instagram - https://www.instagram.com/howzithostels/ Website - https://www.howzithostels.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #Hostels #HospitalityIndustry #CommunityExperience #GenerationZ #SocialMediaMarketing #GuestExperience #EmployeeRetention #HospitalityEntrepreneurship #TravelTrends #HowsItHostels Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!
    Show more Show less
    42 mins
  • NEVER Overlook This in Your Airbnb Design (Insider Tips) | Dre Shapiro
    Jan 7 2025
    What happens when a passion for design meets the wild beauty of Joshua Tree? In this episode, Rory Gill and I sit down with Dre Shapiro, a designer whose journey into short-term rentals is as inspiring as it is unexpected. Dre fell in love with a vacation rental in Joshua Tree, turned it into her own, and transformed it into a guest favorite through her incredible design sensibilities. We discuss her unique approach to creating unforgettable guest experiences, from curated book collections and vintage record players to custom murals and luxurious amenities. Dre’s story showcases how personal touches can set your rental apart. Operating in the desert isn’t without its challenges. Dre opens up about staffing hurdles, maintenance struggles, and how showing appreciation to her team has been a game-changer. Plus, she shares practical tips for new hosts on blending thoughtful design with minimalist comfort, helping guests feel at home while standing out in the market. This episode is packed with insights, laughs, and lessons for anyone in—or considering joining—the short-term rental space. Whether you’re a host, a guest, or simply love design, you won’t want to miss it! 🎧 Things we discussed in this episode: Dre Shapiro's unique journey of falling in love with a vacation rental and purchasing the property in Joshua Tree. Dre's design expertise and attention to detail in creating a welcoming and memorable guest experience. The influence of Dre's New York background and how it shapes her design approach and business mindset. The challenges of operating short-term rentals in the harsh desert environment of Joshua Tree, including staffing issues and constant maintenance needs. Dre's emphasis on treating her team well, offering bonuses and praise to maintain loyalty and ensure high-quality service. The importance of providing guests with thoughtful touches, such as curated book collections, vintage record players, and custom-designed elements. The competitive nature of the short-term rental market in Joshua Tree and the need for continuous improvement and guest experience enhancement. Dre's process of de-personalizing her primary residence for short-term rentals and the role of property managers in preparing the space. Dre's advice for new short-term rental owners, highlighting the importance of clean, minimalist design with character and charm. The value of providing guests with useful recommendations and information about the local area to enhance their overall experience. Get in touch with Dre: Email - DRE@dredesign.co Instagram - https://www.instagram.com/dre_design_/ Website - https://www.dredesign.co/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #AirbnbDesign #JoshuaTreeRentals #HostingTips #GuestExperience #DesertDesign #NewYorkInfluence #PropertyManagement #CreativeHosts #HospitalityDesign Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!
    Show more Show less
    37 mins
  • How BiggerPockets’ STR Expert Stays Fully Booked Year-Round | Garrett Brown
    Jan 2 2025
    Ready to learn from one of the top short-term rental experts in the game? In this episode of the Smart Stay Show, we’re joined by Garrett Brown, the resident expert at Bigger Pockets, who shares his journey from hospitality to real estate success. Garrett reveals how his background in hotels and restaurants shaped his approach to managing multiple short-term rentals. He also talks about the importance of staying positive, adapting quickly, and creating consistent content—even when it doesn’t yield instant results. Looking for tips on managing properties or discovering the next big short-term rental trend? Garrett has it covered. From finding rising hot spots to offering unique guest experiences, this episode is packed with valuable insights for anyone in the STR world. Things we discussed in this episode: Garrett Brown's background in hospitality and hotel/restaurant management Garrett's journey of discovering Bigger Pockets and how it sparked his real estate investing Garrett's role as the resident short-term rental expert at Bigger Pockets The launch of Garrett's Bigger Stays newsletter The importance of not dwelling on small issues and accepting that not everyone will be pleased Garrett's experience attending Bigger Pockets Con and the unexpected hurricane The value of building credibility through consistent content creation Garrett's strategies for managing short-term rentals, including well-trained teams and processes Garrett's approach to attracting co-hosting opportunities through his content Garrett's prediction of the rise of "rising hot spots" as the next big short-term rental trend Get in touch with Garrett: Tiktok- https://www.tiktok.com/@garrettbrownre Instagram - https://www.instagram.com/garrettbrownre/# Website - https://www.biggerpockets.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #AirbnbHosting #HospitalityIndustry #RealEstateInvesting #BiggerPockets #ContentCreation #GuestExperience #SystemsAndProcesses #RisingHotSpots #ShortTermRentalTrends Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!
    Show more Show less
    48 mins
  • The Genius Solution for Family-Friendly Airbnbs (No Gear Required!) | BabyQuip CEO Fran Maier
    Dec 30 2024
    Ever wondered how to transform your short-term rental into a family-friendly haven? In the latest episode of the Smart Stay Show, Rory and I sit down with Fran Maier, CEO of Baby Quip, to explore how providing essential baby and toddler gear can elevate the guest experience. Fran shares her journey as a host-turned-innovator and how Baby Quip helps families travel light while ensuring hosts deliver a seamless stay. From reducing guest packing stress to offering promo codes and affiliate opportunities, this episode is packed with insights you won’t want to miss. Plus, hear firsthand how Rory and I tackled the chaos of traveling with a little one! Tune in now and discover how small changes can make a BIG impact. Don't miss Fran’s exclusive 20% promo code—perfect for your next family-friendly hosting upgrade. Things we discussed in this episode: Packing and transporting baby/toddler gear for family travel Hosts equipping their vacation rentals for families with young children Fran Meyer's experience as an early Airbnb host in San Francisco Fran's journey of starting and growing Baby Quip The benefits of having a local provider deliver and set up gear for guests Hosts earning affiliate fees by recommending Baby Quip to guests Expanding Baby Quip's services to include pet and beach gear The sustainability aspect of renting versus buying new baby equipment Regulatory challenges impacting short-term rental hosts The importance of hosts focusing on what they enjoy about the business Get in touch with Fran: Email - https://www.facebook.com/BabyQuip/ Instagram - https://www.instagram.com/babyquip/ Website - https://www.babyquip.com/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #VacationRentals #FamilyTravel #BabyGear #ShortTermRentals #GuestExperience #HospitalityInnovation #StartupStory #AirbnbHost #SustainableTravel #PassiveIncome Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!
    Show more Show less
    31 mins
  • The Truth About Direct Bookings for Serious Airbnb Hosts | Abby Grous
    Dec 23 2024
    What if you could reduce your reliance on OTAs, save money, and build a loyal guest base—all while maintaining complete control over your short-term rental business? That’s exactly what we’re exploring in this episode of The SmartStay Show! Rory Gill and I sit down with Abby Grous, the Senior Product Manager of Direct at Hospitable, to unpack the power of direct bookings. From Hospitable’s innovative tools to real-world strategies for maximizing revenue, we cover everything you need to know about making direct bookings work for you. Abby gives us an inside look at Hospitable’s basic and premium offerings, shares tips for boosting guest loyalty, and highlights the game-changing features on their product roadmap. This is your chance to learn how to optimize your direct booking process, enhance the guest experience, and take full ownership of your rental business. Don’t miss the special referral code Abby shares exclusively for our listeners—your next step to hosting success starts here. Things we discussed in this episode: The importance of direct bookings for short-term rental hosts and the benefits of having control over the guest experience. Hospitable's two direct booking product offerings - the basic and premium options - and the differences between them. The integration of Hospitable's direct booking tools, including the direct booking landing pages, widgets, and payment processing. The ability to manage taxes, discounts, and promo codes through Hospitable's direct booking platform. The challenges of integrating guest reviews on direct booking websites and Hospitable's plans to address this. Strategies for increasing direct bookings, such as capturing guest email addresses, utilizing social media, and offering trust-building content. Hospitable's focus on improving the booking flow, including features like express checkout for returning guests and skipping guest verification. Hospitable's partnership with Auto Host for guest vetting and the importance of this process for providing damage protection. Hospitable's plans to expand into the midterm rental market, including offering monthly payment options and alternative payment methods. Hospitable's commitment to building in partnership with their customers and the role of customer feedback in shaping the product roadmap. Get in touch with Abby: Facebook - https://www.facebook.com/hospitable/ Instagram - https://www.instagram.com/hospitable_com/ Website - https://hospitable.com/contact-us/ #SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #DirectBookings #PropertyManagement #GuestExperience #PaymentProcessing #ReviewManagement #GuestVetting #DamageProtection #HospitableDirectBooking #STRHostTips Follow Us! Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show! Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide. SmartStay Show Website and on Instagram and YouTube Prideaway Stays Website and on Facebook and LinkedIn Straightforward Short-Term Rentals Website and on Instagram Attorney Rory Gill on LinkedIn Jason Muth on LinkedIn Hospitality.FM SmartStay Show is part of Hospitality.FM, a podcast network dedicated to bringing the best hospitality-focused podcasts to those in and around the industry, from Food + Beverage, Guest Experience, Diversity & Inclusion, Tech, Operations, Hotels, Vacation Rentals, Real Estate Law, and so much more!
    Show more Show less
    43 mins