SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips

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.

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.

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.

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.

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:

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.

Facebook - https://www.facebook.com/groups/1892431014507449/user/100065009094636/

Website - https://goldenliontaxsolutions.com/

Email - [email protected]

#realestatepodcast #realestate #realestateinvestor #realestatelaw #realestateagent #RealEstateInvesting #TaxDebtResolution #IRS #SmallBusinessTaxes #PayrollTaxes #TaxLiens #DataSecurity #TaxExpertise #TaxCompliance #PersonalLiability

#RealEstateTaxes

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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!

Quick Take - (Full Episode - #107 - Link Below to Full Episode)

We dive into the world of active and passive investing and learn why real estate is an attractive option for many investors. Join us as we uncover the secrets of Wall Street and Main Street investing with our esteemed guest, Kevin Amolsch, founder and president of Pine Financial Group.

In this episode, we explore the world of private money and alternative financing, as Kevin discusses the benefits of using private money in real estate deals and how to build a strong network of investors.

Kevin shares his expertise on the differences between owning a property and being a passive investor, as well as the importance of setting the right goals in real estate investing.

It's an insightful conversation as we bridge the gap between education and results for real estate investors. Gain valuable knowledge on market observations, personal growth, and real estate law and education that will help you become a seasoned investor.

- What is the difference between active and passive investing?

- What does it mean to "raise private money?"

- When is it right to work with a mortgage broker?

- Wall Street investors vs. Main Street investors

- Legal considerations when working with private money and passive investments

- Licensing requirements for raising capital, and Kevin's interactions with the Colorado Department of Regulatory Agencies

- How do commercial loans work differently from residential loans?

:: Link to Full Episode - https://youtu.be/-JXseGS1KqY

Website - https://pinefinancialgroup.com/

LinkedIn - https://www.linkedin.com/in/kevinamolsch/

YouTube - https://www.youtube.com/channel/UCxarTu7hIVzhQpcLdEEzMhA

Instagram - https://www.instagram.com/pinefinancial/

Kevin's free investment resources - https://thepinereport.com/

Join Jason Muth from Straightforward Short-Term Rentals and Attorney / Broker Rory Gill of NextHome Titletown and UrbanVillage Legal in Boston, Massachusetts for another episode of The Real Estate Law Podcast!

#realestatepodcast #nexthome #humansoverhouses #realestate #realestatelaw #realestateinvesting #realestateinvestor #cashflow #privatemoney #hardmoney #commercialloans #raisingprivatemoney #passiveinvesting

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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

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!

We dive into the world of real estate investing and learn why building legacy wealth is an attractive option for many families. Join us as we uncover the secrets of long-term wealth creation with our esteemed guest, Tabitha Thorell, an investor and speaker from Nebraska. In this episode, we explore the journey of accumulating a seven-figure real estate portfolio, as Tabitha shares how she and her husband started this side hustle in college and turned it into a successful venture over the past 20 years.

Tabitha discusses the importance of taking action even without all the right mentors or knowledge, highlighting their hands-on experience from renovations to property management. She also talks about the pivotal decision to hire help to free up time for family priorities. We delve into Tabitha's "Legacy Wealth Project," which aims to empower entrepreneurial families to build and pass on wealth to future generations. Tabitha and her husband are intentional about involving their five daughters in the real estate investing process, teaching them valuable skills and a strong work ethic.

The conversation also touches on the power of coaching and mastermind communities for personal and professional growth. Tabitha shares how joining a mastermind group helped her overcome fears and improve her quality of life, and how she is now developing a program to bring entrepreneurial families together to learn, grow, and support each other. Gain valuable insights on real estate investing, family intentionality, and leaving a lasting impact for generations to come in this insightful conversation.

Facebook - https://www.facebook.com/profile.php?id=61552574051672

Instagram - https://www.instagram.com/tabthorell/

Website - https://keeplegacywealth.com/

#realestatepodcast #realestate #realestateinvestor #realestatelaw #realestateagent #RealEstateInvesting #LegacyWealth #FamilyInvesting #RealEstateEntrepreneurship #FinancialLiteracy #GenerationalWealth #WorkEthic #CommunityOverCompetition #MindsetShift #PassiveIncome #NebraskaBorn

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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

Quick Take - (Full Episode - #106 - Link Below to Full Episode)

Super excited to share this episode, featuring our friends Mark Vondrak and Dave Stokely, short-term rental operators and co-founders of HostPros in Cleveland and the only Superhosts in Ohio with over 5,000 reviews!

Mark and Dave have built a thriving local tourism business that extends far beyond simply hosting short-term rental properties. They LOVE Cleveland, their clients, and their guests, and their philosophies and reviews sure prove that.

We also explore the importance of investing in local communities, from supporting local suppliers and charities to getting involved in local legislation. Mark and Dave share their thoughts on the differences between operating a business locally and remotely, and why they choose to invest in the communities they serve. Their passion for local involvement has not only helped their business thrive but also positively impacted those around them.

We dig into their professional partnership and friendship that led them on a biking adventure from Cleveland through upstate New York and onward to Manhattan. Their journey challenged their physical endurance and taught them valuable lessons about slowing down and enjoying life.

Join us for this insightful and inspiring conversation with the co-founders of Host Pros, and see how their unique approach to business and life could offer valuable insights for your own journey.

- How and why Dave and Mark partnered to form HostPros

- The importance of finding the right business partners

- Strategic growth and building replicable systems

- Elevating themselves within the business and hiring staff

- Their connections to the local business community

:: Link to Full Episode - https://youtu.be/Jv7Svq1b4I0

Website - https://hostproscle.com/

Facebook - https://www.facebook.com/hostproscle/

Dave on Bigger Pockets - https://www.biggerpockets.com/users/davestokley

Dave on LinkedIn - https://www.linkedin.com/in/davidstokley/

Mark on LinkedIn - https://www.linkedin.com/in/mark-vondrak-mba-10956328/

#realestatepodcast #humansoverhouses #realestate #realestatelaw #realestateinvesting #realestateinvestor #short-term rental #Co-hosting #HostPros

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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

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!