Episodit
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In this episode, I’m joined by Jarrett Chouinard, the founder of Stellar Retreats, who shares his inspiring journey into the short-term rental world. Starting with just one arbitrage unit in Connecticut, Jarrett has grown his business into a thriving operation spanning multiple properties in New York, Rhode Island, and beyond.
We’ll dive into his experiences with the challenges of the arbitrage model, how he navigates working with landlords, and the lessons he’s learned about guest demographics and client relationships.
Jarrett also shares his approach to technology, systems, and building a team that supports growth. And as if that’s not enough, we’ll also talk about Jarrett's ambitious plans for the future and his entrepreneurial ideas that go beyond short-term rentals.
This is a must-listen for anyone looking to learn, grow, and succeed in the short-term rental industry. Let’s get started!
Things we discussed in this episode:
Jarrett's transition from media and advertising into short-term rentals and real estate.
The challenges and risks of the Airbnb arbitrage model, including dealing with landlords.
The differences in guest demographics and communication styles across Jarrett's properties in different locations.
Jarrett's approach to saying no to potential clients who don't fit his standards and the importance of working with the right partners.
The technology and systems Jarrett uses, including smart locks, cameras, property management software, and supply delivery.
Jarrett's plans to expand Stellar Retreats to 15 clients by the end of the year and his interest in other entrepreneurial ventures.
The value of building a reliable ground team and the challenges of managing properties remotely.
The benefits of hosting a short-term rental meetup in New York City to build a local network and community.
The lessons Jarrett wishes he had known when starting, including the importance of not being intimidated by challenges.
The role of trial and error, making mistakes, and learning in growing a successful short-term rental business.
Get in touch with Jarrett:
Facebook - https://www.facebook.com/jarrett.chouinard
Instagram - https://www.instagram.com/jarrettchouinard/
Website - https://www.stellaretreats.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #AirbnbArbitrage #PropertyManagement #EntrepreneurialMindset #HospitalityTechnology #RemoteTeamBuilding #CommunityBuilding #GuestExperience #ScalingSTRBusiness #HospitalityInsights
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! -
In this episode, we’re thrilled to sit down with Brent Hieggelke, the visionary founder of Trustr, a groundbreaking platform redefining the short-term rental experience.
Brent brings decades of experience in the vacation rental world, and together, we dive into how Trustr taps into the power of social networks to create trusted, more personal guest-host connections. Say goodbye to renting to total strangers and hello to curated "guest lists" of friends, family, and acquaintances!
We explore how this innovative model leverages word-of-mouth recommendations, integrates with property management tools, and even uses an affiliate-style approach to enhance platforms like Airbnb and VRBO.
Whether you're a property owner hesitant to list or a guest seeking more authentic stays, this episode is packed with insights into the future of short-term rentals. Tune in now to hear how Truster is bridging the gap and opening new doors!
Things we discussed in this episode:
Truster's mission to enable more trusted short-term rental experiences by leveraging people's existing social networks.
The hesitation some property owners have about renting to complete strangers, and Truster's solution of curated "guest lists."
The power of word-of-mouth and personal recommendations over generic online reviews.
Truster's plans to integrate with property management software and leverage an affiliate-style model.
The challenges of convincing some owners to list their properties, especially if they view them as personal retreats.
Brent's personal experiences navigating the vacation rental industry as a property owner.
The evolution of the short-term rental market and the potential for platforms like Truster to unlock new opportunities.
The concept of "serendipitous" property recommendations through social media and community groups.
Truster's approach to offering different levels of privacy for property listings, from completely private to public.
The idea of Truster serving as a "pipeline builder" for larger vacation rental platforms like Airbnb and VRBO.
Get in touch with Brent:
Facebook - https://www.facebook.com/brenth
Instagram - https://www.instagram.com/bhieggelke/
Website - https://trustr.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #TrustedConnections #SocialNetworkRentals #PersonalizedHospitality #VacationRentalInnovation #PropertyOwnerEmpowerment #WordOfMouthMarketing #RentalMarketDisruption #TrustedRecommendations #CuratedGuestExperience
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! -
Puuttuva jakso?
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In this episode, we explore the intersection of travel, content creation, and short-term rental marketing with special guest Jordan Kahana, founder of Stayamo. As the lines between work and vacation blur, today’s creators are reimagining how destinations are experienced and showcased. Jordan explains how Stayamo connects properties with creators, making it easier for hosts to collaborate with storytellers and bring their spaces to life.
Host Jason Muth, a 29-time Airbnb Superhost, has firsthand experience listing his property on Stayamo, with results that speak for themselves. Joined by real estate broker Rory Gill, they discuss the shift from traditional real estate photography to lifestyle-driven visuals that capture what it’s really like to stay at a property. From staging seasonal scenes to negotiating with creators, Jordan shares top strategies for short-term rental owners.
Whether you’re a host wanting to enhance your marketing or a content creator looking for new opportunities, this episode is packed with insights. Don’t miss it!
Things we discussed in this episode:
The blurred lines between work and travel for content creators
How content creators are changing the way unique destinations are marketed
The difference between "influencers" and "content creators"
The founding story and purpose behind the Stay AMO platform
The types of properties that benefit most from content creator partnerships
The evolution of real estate photography vs. lifestyle photography for short-term rentals
Best practices for property owners when working with content creators
Negotiating the scope of deliverables and duration of stays with creators
The long-term value of building a content library for property owners
The incentives and benefits for content creators to collaborate on the Stayamo platform
Get in touch with Jordan:
Website - https://stayamo.com/
Instagram - https://www.instagram.com/jordankahana
Youtube - https://www.youtube.com/@JordanKahana/videos
#SmartStayShow #realestate #realestateinvesting #realestateinvestor #RealEstateEntrepreneur #remotework #digitalnomad #travelinfluencer #stayation #vacationrental #airbnb #shorttermrental #visualstorytelling #dronephotography #influencermarketing
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast!
Following and subscribing to The Real Estate Law Podcast 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.
The Real Estate Law Podcast 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
This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative.
Hospitality.FM
The Real Estate Law Podcast 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! -
Ever wondered what it’s like to live in a house full of entrepreneurs all driven to succeed? Meet Jesse Ray, the mind behind the "Growth House" concept, where like-minded professionals live, learn, and grow together under one roof. In this episode, Jesse Ray shares his journey from corporate America to real estate investing and the game-changing decision that sparked his success: building a community that fuels ambition.From shared masterclasses to daily accountability, the Growth House isn’t just a place to live; it’s a place to thrive. Jesse explains how residents like Derek went from managing a few properties to scaling up to 60+ rentals, all thanks to the connections and support within the house.Join us as we dive into the power of intentional living, the importance of community, and how surrounding yourself with the right people can ignite your path to success. Whether you’re an entrepreneur or just curious about real estate innovation, this episode has something for you. Don’t miss it!Things we discussed in this episode:The origin and concept behind the Growth House modelJesse's transition from corporate America to real estate investing and entrepreneurshipThe importance of surrounding yourself with like-minded, growth-oriented individualsThe Harvard study on the impact of the 5 people you surround yourself withJesse's experience of moving out of his hometown in his 20s to pursue entrepreneurial opportunitiesThe challenge of adult loneliness and the need for in-person connectionsJesse's vetting process for selecting Growth House residentsThe evolution of the Growth House model, including the potential for a cohort-based programMonetization strategies for the Growth House, such as rent, sponsorships, and a potential investment fundThe power of proximity and its impact on mindset, belief, and successGet in touch with Jesse:Facebook - https://www.facebook.com/profile.php?id=100010717680041Instagram - https://www.instagram.com/_thegrowthhouse/Podcast - https://podcasts.apple.com/us/podcast/journey-from-%240-to-%2410-million-business-solo-jesse-ray-37/id1713820406?i=1000648515810#realestatepodcast #realestate #realestateinvestor #realestatelaw #realestateagent #RealEstateInvesting #Entrepreneurship #CoLiving #BusinessCommunity #PassiveIncome #StartupGrowth #MindsetShift #CorporateExit #Resilience #EntrepreneurialJourney*****Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of SmartStay Show!*****SmartStay Show Website and on Instagram and YouTubePrideaway Stays Website and on Facebook and LinkedInSmartStay Coaching Website and on InstagramStraightforward Short-Term Rentals WebsiteAttorney Rory Gill on LinkedInJason Muth on LinkedIn*****This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative.Hospitality.FMSmartStay 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!
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Have you ever wondered if the skills you’ve developed in your day job could translate into a thriving business? Meet Mike Stone—a former corporate attorney who transformed his career, channeling his expertise into building a successful short- and medium-term rental empire. Mike’s journey began with an ambitious leap from the legal world into vacation rentals, and his success speaks to the power of leveraging industry insights in new ways.
In this episode, Mike opens up about his pivot from attorney to rental entrepreneur, sharing how he secures high-yield, mid-term bookings by targeting insurance companies rather than traditional vacation renters. He provides insider tips on navigating the rental space, detailing his experience with Airbnb arbitrage—a venture that proved costly but ultimately led him to a co-hosting model he’s convinced is far more sustainable and profitable. Tune in as Mike reveals essential strategies for building credibility, tapping into your network, and finding unique opportunities in the rental industry, including landing a $12,000/month contract for a 12,000-square-foot property. Whether you’re curious about the transition into real estate or looking to expand your rental business, Mike’s story offers invaluable lessons and inspiration!
Things we discussed in this episode:
Mike Stone's transition from corporate attorney to short-term rental entrepreneur
His experience with Airbnb arbitrage, including a costly failed deal
The benefits of co-hosting over arbitrage, including equity, appreciation, and tax advantages
Pro tips for mitigating risk in arbitrage deals
The importance of leveraging group reputation to secure initial co-hosting opportunities
Mike's recent success in securing a $12,000/month contract for a 12,000 sq ft home
The process of building relationships with insurance companies for medium-term rentals
The negotiation dynamics when working with insurance companies vs. individual renters
Strategies for targeting medium-term rentals during short-term rental slow seasons
The value of asking for higher prices and not accepting lower offers from individual renters
Get in touch with Mike:
Website -https://www.strignite.com / https://allstr.com
Linkedin - https://www.linkedin.com/in/mike-stone-5a303b31/
Facebook - https://www.facebook.com/mstone219/about
#SmartStayShow #realestate #realestateinvesting #realestateinvestor #realestatelaw #realestateagent #socialmedia #realestatemarketing #ShortTermRentals #MediumTermRentals #Airbnb #RealEstateInvesting #PropertyManagement #CareerChange #PersonalDevelopment #InsuranceCompanies #Masterminds #EntrepreneurLife
*****
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another 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
SmartStay Coaching Website and on Instagram
Straightforward Short-Term Rentals Website
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
*****
This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative.
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! -
Today, we're thrilled to welcome Andrew Rodriguez, the co-owner of Stay Booked, a full-service short-term rental management company. Andrew and his wife, Lindsay, have built an impressive portfolio of larger, unique vacation homes in sought-after destinations like the Poconos.
What sets Andrew and his team apart is their unwavering commitment to quality over quantity. From the moment a guest lays eyes on one of their properties to the second they check out, Andrew and his crew strive to deliver an exceptional experience.
With a background in sales and a keen eye for detail, Andrew has developed a unique approach to short-term rental management that has earned him a loyal following. He's here today to share his insights on building a successful STR business, navigating the challenges of managing larger properties, and fostering a strong sense of community within the industry.
So, let's dive in and learn from Andrew's wealth of knowledge and experience.
Things we discussed in this episode:
Andrew Rodriguez's emphasis on "quality over quantity" in his short-term rental business
The story of how Andrew and his wife Lindsay got into the short-term rental industry
Their use of FHA and second home loans to acquire properties, including a 6-bedroom cabin in the Poconos
The importance of professional design and attention to detail in their properties
The challenges of managing larger short-term rental properties, including the need for a trusted "runner"
Strategies for handling guest feedback, both positive and negative
The evolving expectations of short-term rental guests and the value of empathy
The role of community and networking within the short-term rental industry
Andrew's belief that anyone can achieve their short-term rental dreams with dedication
The meetup group Andrew and a fellow mastermind member started in New York City
Get in touch with Andrew:
Facebook - https://www.facebook.com/profile.php?id=61552248421123
Linkedin - https://www.instagram.com/yourstaybooked/
Website - https://www.stay-booked.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbManagement #ShortTermRentals #VacationRentals #GuestExperience #PropertyManagement #EntrepreneurLife #CommunityBuilding #HospitalityIndustry #SuccessStories
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! -
In today’s episode, I’m excited to introduce you to a truly inspiring figure in the vacation rental industry, Rose Tipka. Rose isn't just a successful short-term rental host; she's a homeschooling mom of six who's managed to build a multi-million-dollar portfolio while maintaining an admirable work-life balance. Her journey into vacation rentals started unexpectedly when her husband purchased their first property just a day before she gave birth to their fifth child! Instead of seeing this as a challenge, Rose embraced the opportunity with incredible determination.With 80% of her bookings coming directly through her website and 60% of her guests being repeat customers, Rose's approach to hospitality is clearly working. In this conversation, we’ll explore how she’s built her brand, diversified her booking sources, and balanced entrepreneurship with motherhood. Whether you're a seasoned host or new to the game, Rose’s insights offer a fresh, inspiring perspective on thriving in the vacation rental world. Let’s dive in!Things we discussed in this episode:Rose Tipka's background as a homeschooling mom of six and how that has shaped her entrepreneurial drive.The unexpected start of her vacation rental business when her husband purchased their first property without her initial knowledge.The importance of maintaining a work-life balance and being present for her family while growing a successful business.Rose's strategic decision to focus on high-end vacation rentals with average daily rates between $600-$1000.The power of branding and how Rose has built a cohesive brand experience across her properties, marketing, and customer interactions.Rose's use of "magic phrases" to reinforce her brand values, such as friendliness and hospitality.The personalized customer service tactics Rose employs, including video greetings, handwritten thank-you notes, and branded fridge magnets.The significance of diversifying booking sources beyond third-party platforms like Airbnb and Vrbo to build a sustainable business.The challenges of unpredictability and account suspensions on OTA platforms, and the importance of having a standalone business.The lessons Rose has learned in balancing entrepreneurship and parenthood, and the "ferocity" that comes with being a mom in business.Get in touch with Rose:Website - https://yourfamilysplace.com/Email - [email protected] - https://www.facebook.com/yourfamilysplaceYouTube - https://www.youtube.com/channel/UCP79fgBZ2vzH2dGUuLavY6AInstagram - https://www.instagram.com/yourfamilysplace_/#SmartStayShow #realestate #realestateinvesting #realestateinvestor #realestatelaw #realestateagent #RealEstateNegotiation #ShortTermRentals #VacationRentalMarketing #VacationRentalBranding #VacationRentalHospitality #VacationRentalManagement #VacationRentalSEO #VacationRentalInfluencers #WorkLifeBalanceEntrepreneur #RemotePropertyManagement #VacationRentalCustomerService #WomenInBusiness*****Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of SmartStay Show!*****SmartStay Show Website and on Instagram and YouTubePrideaway Stays Website and on Facebook and LinkedInSmartStay Coaching Website and on InstagramStraightforward Short-Term Rentals WebsiteAttorney Rory Gill on LinkedInJason Muth on LinkedIn*****This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative.Hospitality.FMSmartStay 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!
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Welcome to today’s episode, where we’re diving deep into the world of scaling a short-term rental business. I'm really excited to introduce our guest, Eric Lewis, the founder and owner of Nashville Stays. Eric’s story is one that’s sure to inspire anyone in the vacation rental industry. He started with just one property and grew his portfolio by leaps and bounds, eventually making the bold move to acquire an entire rental management company.
In this episode, we’ll explore how Eric built his business in the highly competitive Nashville market, the challenges he faced while scaling, and the strategies he used to maintain a high standard of service for both guests and homeowners. Whether you’re just starting out or looking to grow your own rental business, you won’t want to miss Eric’s insights and practical advice. Let’s jump in!"
Things we discussed in this episode:
Scaling a short-term rental business beyond a single property
Eric Lewis' journey from managing one property to acquiring a multi-property company
The strategic benefits of acquiring another short-term rental management company
The process of networking and identifying potential acquisition targets
Navigating the legal and structural aspects of the acquisition deal
Strategies for retaining and building loyalty with the acquired clients/homeowners
Eric's transition from a side hustle to a full-time short-term rental entrepreneur
The importance of continuous education and peer support in building confidence
Challenges of balancing a full-time job with running a growing short-term rental business
Eric's plans for solidifying processes, building a strong team, and focusing on future acquisitions
Get in touch with Eric:
Website - https://nashvillestays.com/
Email - [email protected]
Instagram - https://www.instagram.com/nashvillestays/
Linkedin - https://www.linkedin.com/in/eric-lewis-cpa-07638749/
#SmartStayShow #realestate #realestateinvesting #realestateinvestor #realestatelaw #realestateagent #RealEstateNegotiation #ShortTermRentals #AirbnbHost #PropertyManagement #Entrepreneurship #BusinessAcquisition #Nashville #RealEstateInvesting #SideHustletoBusiness #BusinessGrowth #ScalingOperations
*****
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another 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
SmartStay Coaching Website and on Instagram
Straightforward Short-Term Rentals Website
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
*****
This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative.
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! -
In this engaging episode, we are excited to introduce Bailey Kramer, a 23-year-old real estate entrepreneur who has already carved out an impressive space in the world of short-term rentals and co-hosting. Bailey's real estate journey began in college after reading Rich Dad, Poor Dad, a book that ignited his entrepreneurial spirit. From there, he dove headfirst into various forms of real estate investing, including apartment complexes and fix-and-flips, before finding his true passion and niche in short-term rentals. Leveraging platforms like Airbnb, Bailey quickly built a portfolio that generates passive income and expanded into co-hosting, helping other property owners turn their spaces into successful vacation rentals.
Despite his young age, Bailey has navigated the challenges of being an entrepreneur in an industry often dominated by older, more experienced investors. His resilience and sharp focus have helped him overcome hurdles like skepticism and imposter syndrome. In this episode, Bailey shares his invaluable insights, from creative financing strategies to effective co-hosting methods, and the importance of staying focused on your goals. Whether you're an experienced real estate investor or just starting your journey, Bailey’s story will inspire and equip you with practical tips to thrive in the short-term rental market. Join us as we explore the highs and lows of his remarkable success—all achieved before his 24th birthday!
Things we discussed in this episode:
Bailey's journey into real estate, starting with reading "Rich Dad, Poor Dad" in college
His initial focus on apartment complexes and the pivot to single-family properties
The creative financing strategies he used to acquire his first few investment properties
How he got started in the short-term rental business and the transition to co-hosting
The challenges he faced as a young entrepreneur, including "imposter syndrome"
The mixed reactions he received from older, more traditional real estate investors
The importance of finding your niche and super-serving a specific target market
The differences in mindset and approach between younger and older real estate investors
The lessons he learned from partnership mistakes and the importance of client selection
His decision to drop out of college to focus full-time on his co-hosting business
Get in touch with Bailey:
Youtube - https://www.youtube.com/channel/UC743mBwYcmpRdxMi8juvJ4g
Linkedin - https://www.linkedin.com/in/bailey--kramer/
Instagram - https://www.instagram.com/the_bailey_kramer
Facebook - https://www.facebook.com/bailey.kramer.986
#smartstayshow #realestate #realestateinvesting #realestateinvestor #realestatelaw #realestateagent #shorttermrentals #airbnbhosting #cohosting #entrepreneurship #businessgrowth #mediumtermrentals #insurancecontracts #chasingdreams #youngentrepreneurs #biggerpockets
*****
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another 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
SmartStay Coaching Website and on Instagram
Straightforward Short-Term Rentals Website
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
*****
This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative.
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! -
Today, we're diving into a topic that’s essential for any serious Airbnb host—achieving and maintaining Superhost status. As a 29-time Superhost, I’ve learned firsthand what it takes to reach this level, and I’m here to share the insights and strategies that helped me get there.
In this episode, we’ll explore the Superhost criteria—like star ratings, response rates, and cancellations—and why earning this title is more than just a badge. I’ll also discuss how Superhosts earn an average of 29% more revenue, and offer actionable tips on how to boost your listing's performance, enhance guest experiences, and keep that all-important Superhost status.
Whether you're aiming to become a Superhost or maintain it, this episode will give you the tools you need to succeed. Let's get started!
Things discussed in this episode:
The criteria for becoming an Airbnb Superhost, including star rating, response rate, number of completed stays, and cancellation rate.
Jason's personal experience as a 29-time Superhost, including the one quarter he narrowly missed the qualification.
The financial benefits of Superhost status, with data showing Superhosts earn 29% more revenue annually.
The quarterly evaluation process for Superhost status and the rolling 12-month assessment period.
Tips for optimizing listings to attract more guests, such as completing all details, crafting an engaging description, and adjusting for seasonality.
The importance of providing exceptional guest experiences through communication, cleanliness, and attention to detail.
Strategies for building a strong review profile, including the value of having a high volume of positive reviews.
Viewing short-term rental properties as a true business and demonstrating to guests that their satisfaction is a priority.
Additional Superhost perks, such as the $100 Airbnb coupon and the Superhost badge.
Jason's invitation for listeners to share their own Superhost journeys and to reach out for assistance.
Get in touch with Jason:
Facebook - https://www.facebook.com/jasonmuth
Linkedin - https://www.linkedin.com/in/jasonmuth/
Website - https://www.smartstayshow.com/ https://www.straightforwardstrs.com/ https://prideawaystays.com/
#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #AirbnbHostTips #AirbnbSuperhost #ShortTermRentalSuccess #GuestExperience #ReviewManagement #ListingOptimization #HostingTips #PassiveIncome #PropertyManagement #TravelHacks #AirbnbHosting
Follow Us!
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another 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
SmartStay Coaching Website and on Instagram
Straightforward Short-Term Rentals Website
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
*****
This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative.
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! -
Today we're excited to welcome ZEONA MCINTYRE, a real estate expert known for her creative financing strategies and unique approach to building wealth through short-term and medium-term rentals. ZEONA has an infectious energy and a passion for helping others achieve financial freedom, and we're thrilled to have her join us on the podcast today.
"My biggest value is freedom," Zeona shares. "I want to be able to move around the world in an easeful way." And that's exactly what she's done, living a life most can only dream of - traveling the world, staying in luxurious homes, and getting paid to pet sit along the way. But Zeona isn't just living the dream, she's also helping others achieve it. As a real estate agent, she's built a thriving referral business, connecting investors across the country with the right agents and creative financing solutions for their needs.
From subject-to-deals to seller financing, Zeona breaks down the complexities of these strategies in a way that makes them accessible, even for beginner investors. And with the current market conditions, her expertise has never been more valuable.
Join us as we dive into Zeona's unique approach to real estate, the power of networking, and how she's been able to create the life of freedom she always wanted. This is a conversation you won't want to miss.
Things we discussed in this episode:
The importance of creative financing solutions in the current high-interest rate environment
Zeona McIntyre's expertise in creative financing and her unique approach to getting deals done
Zeona's focus on freedom and flexibility, including her use of short-term rentals, medium-term rentals, and pet sitting
Zeona's journey as an author and the impact of her book on medium-term rentals
Zeona's social media and influencer strategy, including her use of reels to engage her audience
Zeona's house hacking and pet sitting strategies that allow her to travel and live for free
Zeona's approach to building a real estate referral business and the benefits of referral networks
The concept of subject-to deals and the potential risks and benefits associated with them
Insurance considerations and strategies when doing subject-to deals
Practical examples and the flexibility of subject-to deals for both sellers and buyers
Get in touch with ZEONA:
Instagram - https://www.instagram.com/zeonamcintyre/
Facebook - https://www.facebook.com/zeona.mcintyre
STR/MTR Mastermind - https://www.zeonamcintyre.com/mastermind1
30 Day Stay - https://www.zeonamcintyre.com/book
#smartstayshow #humansoverhouses #realestate #realestateinvesting #realestateinvestor #realestatelaw #realestateagent #realestateinvesting #authenticity #storytelling #consistency #hardwork #creativefinancing #subjecttodeals #househacking #petstays #travelhacking #realestatedeals #mortgagetransfers #mediumtermrentals #mtrs #biggerpockets
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Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another 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
SmartStay Coaching Website and on Instagram
Straightforward Short-Term Rentals Website
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
*****
This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative.
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! -
Today, we’re excited to welcome Chris Petzy to the show. Chris is a highly successful short-term rental operator, real estate investor, and executive coach. With a background in corporate America, Chris made the leap into real estate, and his journey is nothing short of inspiring.
Chris Petzy is a real estate investor, short-term rental operator, and executive coach. He shares his transition from a corporate employee to a full-time real estate entrepreneur, focusing on how he built Seacoast to Summit, scaling it from a few properties to over 70. Chris emphasizes the importance of having a clear "why" and maintaining focus in order to achieve financial independence.
Chris discusses how managing his own Airbnb sparked his co-hosting business and highlights the critical role of cleaners as the "eyes and ears" of short-term rentals. He shares his experience rebranding from a rental manager to an executive coach, underscoring the importance of leadership and teamwork in growing his businesses. Chris also credits the Short Term Rental Secrets mastermind for helping him take his career to new heights. Co-host Rory Gill offers additional insights, making this episode a valuable listen for those looking to scale their real estate or short-term rental ventures.
Things we discussed in this episode:
Chris Petzy's journey from corporate employee to successful short-term rental operator
The importance of having a strong "why" and being intentional in building a business
Challenges of balancing a full-time job and managing a short-term rental business
The growth and scaling of Chris's management company, Seacoast to Summit
The impact of leaving a W2 job and the subsequent growth in short-term rental businesses
The influence of the Short Term Rental Secrets mastermind on Chris's career
Chris's rebranding from a short-term rental manager to an executive coach
The value of surrounding oneself with like-minded individuals for growth and development
The role of technology and team-building in scaling a short-term rental business
Launchpad Consulting and its services for self-managed short-term rental operators
Get in touch with Chris:
Facebook - https://www.facebook.com/chris.petzy
Instagram - https://www.instagram.com/seacoastvacationrentals/
Website - https://www.lp.consulting/
Website - https://www.seacoastvacationrentals.co/
#realestatepodcast #realestate #realestateinvestor #SmartStayShow #realestateagent #RealEstateInvesting #ShortTermRentals #Entrepreneurship #BusinessGrowth #MindsetShift #LeadershipDevelopment #CoachingAndConsulting #FinancialIndependence #ScalingABusiness #WorkLifeBalance #IndustryInsights
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Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another 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
SmartStay Coaching Website and on Instagram
Straightforward Short-Term Rentals Website
Attorney Rory Gill on LinkedIn
Jason Muth on LinkedIn
This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative.
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! -
I'm excited to dive into a topic that I know all too well - dealing with bad reviews. As a 29-time Airbnb super host who has welcomed over 5,000 guests to our properties, I've had my fair share of negative feedback, and I'm here to share my experiences and the strategies I've used to overcome them.
Now, I know getting a bad review can feel like a punch to the gut, but trust me, it's a normal part of the short-term rental game. In this episode, I'm going to walk you through my first-hand experience with a bad review, how I initially reacted, and the lessons I learned along the way. I'll also break down the Airbnb review process, so you understand how it all works, and share some tips on how to respond to those dreaded negative reviews in a professional and effective manner.
Whether you're a seasoned host or just starting out, I guarantee you'll pick up some valuable insights that you can apply to your own Airbnb business. So sit back, grab a pen and paper, and get ready to learn from someone who's been there, done that, and come out the other side stronger than ever. Let's dive in!"
Things we discussed in this episode:
Jason Muth's first experience with a bad Airbnb review due to a forgotten changeover day.
The initial reaction to try and get the bad review removed, rather than focusing on learning from the experience.
The impact of a single bad review on Jason's super host status.
Understanding the Airbnb review process, including the 14-day window for guests and hosts to review each other.
The importance of responding to all reviews, both positive and negative, to demonstrate responsiveness.
Categorizing guest feedback into immediate action, feedback to address later, and ridiculous feedback.
Using guest feedback to enhance the property and communication, such as adding larger mixing bowls.
Responding to negative reviews professionally, by apologizing, addressing the issue, and mentioning any improvements.
The inevitability of multiple bad reviews, even for well-managed properties, and the importance of not taking them personally.
Encouraging hosts to use bad reviews as opportunities for growth and not let them sink their Airbnb business.
Get in touch with Jason:
Facebook - https://www.facebook.com/jasonmuth
Linkedin - https://www.linkedin.com/in/jasonmuth/
Website - https://www.smartstayshow.com/ https://www.straightforwardstrs.com/ https://prideawaystays.com/
#realestatepodcast #realestate #realestateinvestor #SmartStayShow #realestateagent #RealEstateInvesting #AirbnbHostTips #BadReviewsManagement #GuestFeedbackImprovement #AirbnbReviewProcess #HostResponseStrategy #ShortTermRentalGrowth #AirbnbSuperHostStatus #GuestExpectationManagement #AirbnbPropertyEnhancement #HostResilience
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Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the next 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! -
Today, we're thrilled to welcome Brooke Coughlin to the show. Brooke is a multi-million dollar real estate investor, short-term rental operator, and cleaning company owner. With an impressive background that includes time as a 7th-grade teacher, Brooke has transitioned into an incredibly successful entrepreneur.
In this episode of the Smart Stay show, host Jason Muth interviews Brooke Coughlin, a multi-million dollar real estate investor, short-term rental operator, and cleaning company owner. Brooke shares her journey from a 7th-grade teacher to a real estate entrepreneur, emphasizing how her teaching background helps her guide clients through complex real estate and short-term rental processes.
Brooke discusses how managing her own Airbnb led to a co-hosting business and emphasizes the vital role of cleaners in short-term rentals. She shares insights on balancing her real estate sales, cleaning company, and rental operations, crediting her strong team and network, especially as she prepares for motherhood. Brooke also previews her upcoming book, She Closes Deals, which shares strategies for real estate success and promotes knowledge-sharing for abundance. Co-host Rory Gill contributes complementary insights, making the episode a valuable resource for entrepreneurs in real estate and short-term rentals.
Things we discussed in this episode:
Brooke Coughlin's background as a 7th-grade teacher and her transition to real estate and entrepreneurship.
Brooke's superpower of being able to teach and guide her clients through complex real estate and short-term rental journeys.
The importance of cleaners in the short-term rental business and how they are the "eyes and ears" of the property.
Brooke's story of how managing her own Airbnb property led to an opportunity to co-host and manage another owner's rental.
Brooke's strategy of balancing her real estate sales, cleaning company, and short-term rental operations.
The value of having a strong team and supportive network to help manage her diverse business ventures.
Brooke's upcoming book, "She Closes Deals," and her philosophy of sharing knowledge to help other entrepreneurs succeed.
The challenges of being a professional mom and Brooke's plans to balance her work and family responsibilities.
The importance of having a clear plan and support system in place to manage professional and personal life.
Advice for new moms who want to continue working while raising their children, including the importance of taking time to enjoy the newborn days.
Get in touch with Brooke:
Facebook - https://www.facebook.com/BrookeCoughlinRealtor
Linkedin - https://www.instagram.com/brookeecoughlin/
Website - https://sheclosesdeals.com/
#realestatepodcast #realestate #realestateinvestor #SmartStayShow #realestateagent #RealEstateInvesting #AirbnbManagement #CleaningBusiness #WorkingMom #MultipleBusinesses #ShortTermRentals #BusinessGrowth #AuthorInterview #EntrepreneurialJourney
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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! -
Today we're excited to welcome Jonathan Steele, an experienced family law attorney from Chicago. Jonathan brings a unique perspective to our show, as he not only practices family law but has also become an expert in cybersecurity - an area that is increasingly important for his clients. We look forward to tapping into Jonathan's wealth of knowledge on real estate, privacy, and the intersection of technology and the legal field.
Delving into the privacy aspect, Jonathan shares how LLCs can provide a degree of anonymity, though he suggests land trusts as an even more effective tool for maintaining confidentiality. The discussion then pivots to Jonathan's foray into cybersecurity, prompted by the increasing prevalence of digital privacy concerns among his family law clients. Jonathan describes how he has integrated AI and automation into his practice, using them to stay up-to-date on case law and automate client communications. However, he cautions against over-reliance on these technologies, emphasizing the importance of using them responsibly and with appropriate safeguards.
Things we discussed in this episode:
Jim's formative experience working for a self-made billionaire and the lessons he learned about the importance of happiness beyond wealth.
The challenges of scaling a real estate investing business with limited capital, and how Jim and his partner overcame these obstacles.
The importance of partnerships in real estate investing, with a focus on finding the right combination of capital and hustle.
Tips for raising capital from high net worth individuals, including the value of a well-crafted presentation.
The role of hard money loans as an "intermediary" step for real estate investors before transitioning to private lending.
Jim's mistakes and lessons learned in his early real estate investing, including not becoming landlords and overestimating profit margins.
The lease purchase model as a strategy for generating more passive income by shifting maintenance and repair costs to tenants.
Jim's perspective on retirement planning, advocating for an "income problem" approach rather than a "nest egg problem."
The concept of "impact investing" and using capital to drive positive social change.
The hosts' and Jim's shared experiences in hosting real estate-focused podcasts and the value of exploring diverse perspectives in the industry.
Get in touch with Jim:
Facebook - https://www.facebook.com/passivewealthshow
Linkedin - https://www.linkedin.com/in/jimmmanning/
Website - https://passivewealthshow.com/
Youtube - https://www.youtube.com/@passivewealthshow
#realestatepodcast #realestate #realestateinvestor #realestatelaw #realestateagent #RealEstateInvesting #PassiveIncome #LeasePurchase #CapitalRaising #ImpactInvesting #RetirementPlanning #EntrepreneurialJourney #RealEstatePodcas #PassiveWealth
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Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast!
Following and subscribing to The Real Estate Law Podcast 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.
The Real Estate Law Podcast 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
The Real Estate Law Podcast 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! -
In this episode of the Real Estate Law Podcast, we're thrilled to welcome Keith Blackborg, founder of Financial Journey, for an insightful conversation on achieving financial freedom. Keith has an impressive track record, having become a millionaire by the age of 30, and he’s now dedicated to helping business owners and professionals become "work optional" within 3-5 years through strategic wealth-building and tax planning.
Keith starts by sharing his personal journey, emphasizing the importance of early financial education and the power of building a supportive community around wealth-building. He addresses the common fears and shame people often feel about their finances and highlights how creating a safe, vulnerable environment for peer-to-peer learning can significantly impact one's financial trajectory.
This episode is packed with practical advice and inspiration for anyone looking to build sustainable wealth and gain more freedom in their lives. Keith’s holistic, community-driven approach offers a refreshing perspective that goes beyond the typical tactical focus of personal finance discussions.
Things we discussed in this episode:
Identifying career goals and financial strategies - transitioning from active to passive income streams.
Keith Blackborg's personal journey to becoming a millionaire by age 30 and his motivation to help others.
The importance of early education around wealth-building and entrepreneurship.
Keith's community for self-directed millionaires and the value of vulnerability and peer support.
Overcoming the fear and shame around personal finances through open dialogue.
Packaging a business for sale and optimizing real estate portfolios for wealth optimization.
The concept of "discounted rollovers" to move funds from traditional to Roth IRAs tax-efficiently.
Strategic tax loss harvesting and the benefits of self-directed retirement accounts.
Current investment opportunities in the stock market, real estate, and commodities like oil and gas.
Keith's upcoming "Passive Investor Event" and the value of attending industry conferences.
Get in touch with Kieth:
Facebook - https://www.facebook.com/keith.blackborg
Instagram - https://www.instagram.com/borgka/
Website - https://www.financialjourney.life/
#realestatepodcast #realestate #realestateinvestor #realestatelaw #realestateagent #RealEstateInvesting #FinancialFreedom #WealthBuilding #PassiveIncome #TaxOptimization #SelfDirectedInvesting #WorkOptional #EntrepreneurialMindset #CommunityOverCompetition #FinancialJourney
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Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast!
Following and subscribing to The Real Estate Law Podcast 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.
The Real Estate Law Podcast 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 -
Joining us today is Jim Manning, the host of the Passive Wealth Show and the founder and CEO of Doorway Properties. Jim comes to us from St. Louis, Missouri, and he has an incredible story to share about his journey towards financial freedom through real estate investing. Jim's experience as an intern for a self-made billionaire taught him that material wealth alone doesn't lead to happiness.
This realization led him to pursue real estate, aiming for financial success while positively impacting his community. He faced significant challenges, including capital constraints, but overcame them with the help of strategic partners, achieving 3,500 deals across several companies and funds. Jim emphasizes the importance of diversifying real estate strategies, such as lease purchase agreements, which provide passive income by shifting maintenance responsibilities to tenants.
He also redefines retirement as an "income problem" and advocates for impact investing to achieve social good. In a discussion Jim shares valuable insights on finding financial freedom through strategies that align with personal goals and values, making his experiences a resource for those navigating real estate investing.
Things we discussed in this episode:
Jim's formative experience working for a self-made billionaire and the lessons he learned about the importance of happiness beyond wealth.
The challenges of scaling a real estate investing business with limited capital, and how Jim and his partner overcame these obstacles.
The importance of partnerships in real estate investing, with a focus on finding the right combination of capital and hustle.
Tips for raising capital from high net worth individuals, including the value of a well-crafted presentation.
The role of hard money loans as an "intermediary" step for real estate investors before transitioning to private lending.
Jim's mistakes and lessons learned in his early real estate investing, including not becoming landlords and overestimating profit margins.
The lease purchase model as a strategy for generating more passive income by shifting maintenance and repair costs to tenants.
Jim's perspective on retirement planning, advocating for an "income problem" approach rather than a "nest egg problem."
The concept of "impact investing" and using capital to drive positive social change.
The hosts' and Jim's shared experiences in hosting real estate-focused podcasts and the value of exploring diverse perspectives in the industry.
Get in touch with Jim:
Facebook - https://www.facebook.com/passivewealthshow
Linkedin - https://www.linkedin.com/in/jimmmanning/
Website - https://passivewealthshow.com/
Youtube - https://www.youtube.com/@passivewealthshow
#realestatepodcast #realestate #realestateinvestor #realestatelaw #realestateagent #RealEstateInvesting #PassiveIncome #LeasePurchase #CapitalRaising #ImpactInvesting #RetirementPlanning #EntrepreneurialJourney #RealEstatePodcas #PassiveWealth
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Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast!
Following and subscribing to The Real Estate Law Podcast 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.
The Real Estate Law Podcast 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
The Real Estate Law Podcast 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! -
Joining us today is Chip Merlin, a renowned insurance attorney who has been dubbed the "Master of Disaster" and the "Babe Ruth of Hurricane Lawyers" by the media. Chip has an extensive background in helping policyholders navigate the complexities of insurance claims and disputes, particularly in the aftermath of natural disasters across the country. We're excited to have Chip share his expertise and insights with us today.
Chip shares his extensive experience helping policyholders navigate the complexities of insurance claims and disputes, particularly in the aftermath of natural disasters. The conversation delves deeper into the tactics some insurers employ to delay or underpay claims, and Chip advises listeners on how to navigate these challenges. He stresses the importance of maintaining detailed records, seeking counsel when legal issues arise, and considering the services of a public adjuster for larger losses.
Throughout the interview, Chip shares his personal journey into the legal field, sparked by a traumatic car accident in his youth. He also highlights the importance of empathy and communication in leadership, drawing insights from books like "Multipliers" and "Never Split the Difference." By the end of the episode, listeners are left with a comprehensive understanding of the insurance landscape, the potential pitfalls, and the strategies to overcome them. Chip's expertise and practical advice provide a valuable resource for anyone navigating the complexities of insurance claims, particularly in the face of natural disasters.
Things we discussed in this episode:
Chip Merlin's background as the "Master of Disaster" and "Babe Ruth of Hurricane Lawyers".
Preparing for natural disasters, including evacuation plans and documenting property conditions.
The importance of having a knowledgeable insurance agent and proper coverage.
Muth and Gill's experience with a significant insurance claim for water damage.
Tactics used by insurance companies to delay or underpay claims.
The role of public adjusters and attorneys in handling insurance disputes.
The intersection of insurance and real estate law, including entity names and lease agreements.
Merlin's personal journey into the legal field after a car accident.
The importance of empathy and communication in leadership.
Resources Merlin recommends, such as the books "Multipliers" and "Never Split the Difference".
Get in touch with Chip:
Website - https://www.merlinlawgroup.com/
Facebook - https://www.facebook.com/MerlinLawGroup/
Linkedin - https://www.linkedin.com/company/merlin-law-group/
Youtube - https://www.youtube.com/merlinlawgroup
#realestatepodcast #realestate #realestateinvestor #RealEstateInvesting #FractionalRealEstate #DisasterPreparedness #InsuranceClaims #NaturalDisasters #InsuranceDisputes #EmergencyResponse #RiskManagement #InsuranceAttorney #PropertyDamage #LeadershipInsights
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Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast!
Following and subscribing to The Real Estate Law Podcast 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.
The Real Estate Law Podcast 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
The Real Estate Law Podcast 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! -
Today we're joined by a special guest, Jordan Kahana. As the founder of Stayamo, Jordan has helped countless content creators showcase beautiful destinations through his innovative platform. He's here to share insights on connecting the worlds of travel, influencer marketing, and vacation rentals.
Jordan discusses how Stayamo facilitates experiences that allow creators to showcase beautiful homes and destinations through high-quality photography and video. The conversation also covers best practices for property owners working with influencers, including the use of rental agreements and delivering valuable long-term marketing content.
Listeners will learn practical tips for visual storytelling as well as strategies for remote work. Overall, this discussion illuminates the evolving influencer economy and how partnerships can benefit both creators and property owners in today's experience-driven travel industry.
Things we discussed in this episode:
- Remote work and the benefits of a nomadic lifestyle.
- The platform Stayamo and how it connects creators with vacation rentals.
- Using photos and videos to effectively market short-term rental properties.
- The importance of content creation for Airbnb listings.
- Bartering arrangements between creators and property owners.
- Best practices for property owners working with influencers.
- Rental agreements and communication strategies.
- Incentives for creators being on the Stayamo platform.
- Tips for creating high-quality influencer content.
- Drone photography and its impact on visual storytelling.
Get in touch with Jordan:
Website - https://stayamo.com/
Instagram - https://www.instagram.com/jordankahana
Youtube - https://www.youtube.com/@JordanKahana/videos
#realestatepodcast #realestate #realestateinvesting #realestateinvestor #RealEstateEntrepreneur #remotework #digitalnomad #travelinfluencer #stayation #vacationrental #airbnb #shorttermrental #visualstorytelling #dronephotography #influencermarketing
Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for another episode of The Real Estate Law Podcast!
Following and subscribing to The Real Estate Law Podcast 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.
The Real Estate Law Podcast 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
This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative.
Hospitality.FM
The Real Estate Law Podcast 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! -
Join us for an eye-opening episode featuring Morgan Q. Anderson, CEO of Golden Lion Tech Solutions! With over 25 years of experience in tax debt resolution, Morgan is here to share her expert insights into how individuals and small business owners can tackle tax debt effectively. In this episode, Morgan reveals the IRS's strategic approach to compliance, explaining how their "mafioso personality" is designed to instill fear and ensure taxpayer cooperation.
Discover how the IRS and state tax agencies escalate their collection efforts, from initial notices to aggressive actions like tax liens, and learn why it's crucial to address tax debt head-on. Morgan dives deep into the common reasons why people, especially the self-employed and small business owners, accumulate tax debt. Whether it's missed estimated payments or cash flow issues, she breaks down the scenarios that lead to these challenges and highlights the risks of personal liability for unpaid payroll taxes.
With her extensive expertise, Morgan guides us through the tax debt resolution process, offering strategies to minimize penalties and find tailored solutions. Plus, don't miss her insights on the importance of data security and the ethical use of AI in the legal and tax sectors.Get ready for a comprehensive exploration of the tax debt resolution landscape! Tune in to learn how to navigate this complex area of finance and gain the knowledge you need to tackle your own tax challenges.
Things we discussed in this episode:
The IRS's intentional efforts to create a "mafioso personality" and strike fear into taxpayers to encourage compliance.
The gradual escalation of IRS and state tax agency collection efforts, from notices to tax liens and aggressive collection actions.
The importance of being proactive in addressing tax debt, rather than ignoring the problem.
Common reasons why individuals and small business owners can accumulate significant tax debt, such as missed estimated tax payments and cash flow issues.
The personal liability that business owners can face for unpaid payroll taxes.
The expertise and knowledge that tax debt resolution professionals like Morgan Anderson can provide to help clients navigate the complex resolution process.
The importance of data security and the ethical considerations around the use of AI in the legal and tax professions.
The impact of tax liens on property transactions and the challenges of identifying individuals with common names.
Morgan Anderson's background and how she accidentally found her career path in tax debt resolution.
The hosts' discussion of the 2024 Olympics bid in Boston and their plans to visit Utah, where Morgan is based.
Get in touch with Morgan:
Facebook - https://www.facebook.com/groups/1892431014507449/user/100065009094636/
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This podcast and these show notes are not legal advice, but we hope you find both entertaining and informative.
Hospitality.FM
The Real Estate Law Podcast 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! - Näytä enemmän
