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Showing episodes and shows of
Airbnb Superhost Jason Muth Rory Gill
Shows
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Avoid the Biggest Mistakes in Airbnb Investing | John Bianchi
Are you ready to find your next cash-flowing short-term rental property — and actually know it’s a winner before you buy? In this episode, We sit down with John Bianchi, the self-proclaimed "Airbnb Data Guy," who's helped uncover over 200 profitable STR properties. John pulls back the curtain on how to spot the best markets, why understanding local regulations is critical, and how effective marketing can make or break your rental’s success. You'll learn John's two-step method for market selection, dive into real-world property analysis (including a live review of Jas...
2025-04-29
48 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
I Wish I Knew These Airbnb Tax Hacks Before We Bought | Anne Gannon
Are you leaving money on the table with your short-term rental?In this episode, We sit down with CPA and tax strategist Anne Gannon to uncover the often-overlooked financial advantages of real estate investing. Anne simplifies complex tax topics and reveals how savvy investors use short-term rentals not just for income—but to build long-term wealth.From depreciation strategies to smart tax planning, you'll learn how to make the most of your property and use the tax code to your advantage. Whether you're a seasoned investor or just getting started, this episode is packed with ac...
2025-04-15
39 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Why Making Your Airbnb ACCESSIBLE is a Smart Business Move! | Mrs. Schneider
Is Your Short-Term Rental Truly Welcoming to All Guests? In this must-listen episode, we sit down with Mrs. Schneider, an expert who understands the real challenges travelers with disabilities face. They uncover practical, budget-friendly ways to make your rental more accessible—like installing lever door handles, modifying bathrooms, and making small yet impactful changes.With nearly 70 million Americans living with disabilities, creating an inclusive space isn’t just the right thing to do—it’s a smart business move that sets you apart in a growing market.Whether you own one property or multiple...
2025-04-01
40 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Want to Scale Your Airbnb Portfolio? Stop Doing Everything Yourself! | Jayla Siciliano
Ever wondered if one spontaneous decision could completely change your career? That’s exactly what happened to Jayla Siciliano. While on vacation, she crunched the numbers on a short-term rental, saw its potential, and the next day, put in an offer on her first property. In this episode of SmartStay Show, Jayla takes us through her journey from that impulsive purchase to building a thriving short-term rental business across multiple states. We dive into the challenges of managing properties remotely, the importance of building a strong local team, and how she scaled her co-hosting op...
2025-03-18
34 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Turn Your Airbnb into a Money-Making Machine with These Upgrades | Mark Lumpkin
What makes a short-term rental truly unforgettable? In this episode of SmartStayShow, we uncover the secrets behind top-performing vacation rentals with Mark Lumpkin, sales director at STRCRIBS. From bachelorette-themed escapes in Nashville to hidden speakeasies and glow-in-the-dark mini-golf, Mark shares expert tips on designing spaces that attract guests—and boost revenue. We dive into bold colors, eye-catching murals, and Instagrammable moments that make listings pop. Whether you're a new host or a seasoned investor, this episode is packed with game-changing insights to help you stand out.Things we discussed in...
2025-03-11
31 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
His HELOC Strategy Made STR Investing Easy (Smart Money Move!) | Jim McGowan
Can You Build a Thriving Short-Term Rental Business While Working Full-Time? In this episode, we sit down with Jim McGowan, a seasoned sales professional who has successfully built a profitable short-term rental portfolio—all while maintaining his full-time job!Jim takes us through his journey, from an early misstep in fractional ownership to fully owning and managing two stunning vacation rentals in Bartlett, New Hampshire: Summit Vista, a condo with breathtaking views, and Lift House, a sought-after ski-in/ski-out property.How did Jim make it happen? He br...
2025-02-25
56 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Airbnb Hosts: This Simple AI Tool Saves You HOURS Every Week! | Jay Ullrich
Can AI Handle Guest Communication Better Than You? In this episode of The Smart Stay Show, we sit down with Jay Ulrich, CEO and co-founder of HostBuddy.ai, to explore how AI is revolutionizing short-term rental management.Jay, a former civil engineer turned short-term rental host, shares his journey from scaling Select Stays to 40 units to developing an AI-powered platform that learns your style, responds like you (yes, even with emojis! 😎), and frees up your time.Hosts with 1-10 listings get affordable, 24/7 automated guest communication, while larger operators save thousands by replacing virtual ass...
2025-02-18
33 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
THRIVE With Hard Money Lending and Scale Your Airbnb Empire (Here's How!) | David Little
Can hard money lending and short-term rentals be the ultimate power duo? In this episode of The Smart Stay Show, We sit down with David Little, co-founder of Crown Capital Resources, to explore how savvy investors are using short-term rentals as a game-changing exit strategy.We dig into DSCR loans, the Burr method for vacation rentals, and how tools like AirDNA are influencing lending decisions. David shares insider tips on leveraging your property’s equity and why guest experience is more critical than ever in competitive markets like Austin....
2025-02-11
35 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How I Fought Back Against Bad Airbnb Reviews (And Won!) | Islam Elgarhi
How did one property cover an entire mortgage—and spark a 30-property empire? In this episode of the Smart Stay Show, We sit down with Islam Elgarhi, a short-term rental investor and entrepreneur, to uncover how he turned a chance discovery into a thriving business.From scaling his portfolio with smart systems to creating an AI tool that helps hosts tackle unfair reviews, Islam shares his secrets for success. Plus, we explore how his martial arts background has shaped his mindset for resilience and growth in the fast-paced world of Airbnb hosting....
2025-02-04
42 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Our $130k Water Damage Claim - How Proper Insurance Saved Our STR Lake Home! | Darren Pettyjohn
Ever Dealt With a Water Damaged Rental Property? This Could Save You Thousands.As short-term rental owners, Rory and I have seen it all - from the good, the bad, to the downright disastrous. One fateful night, we got that dreaded 2am call about a water damaged property, and let me tell you, it was a nightmare. But what happened next is the real story. In this episode, we sit down with Darren Pettyjohn, the co-founder of Proper Insurance, to unpack why short-term rental insurance is so crucial - and how their specialized coverage saved o...
2025-01-23
42 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
NEVER Overlook This in Your Airbnb Design (Insider Tips) | Dre Shapiro
What happens when a passion for design meets the wild beauty of Joshua Tree? In this episode, Rory Gill and I sit down with Dre Shapiro, a designer whose journey into short-term rentals is as inspiring as it is unexpected. Dre fell in love with a vacation rental in Joshua Tree, turned it into her own, and transformed it into a guest favorite through her incredible design sensibilities. We discuss her unique approach to creating unforgettable guest experiences, from curated book collections and vintage record players to custom murals and luxurious amenities. Dre’s story showcases how per...
2025-01-07
36 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
The Genius Solution for Family-Friendly Airbnbs (No Gear Required!) | BabyQuip CEO Fran Maier
Ever wondered how to transform your short-term rental into a family-friendly haven?In the latest episode of the Smart Stay Show, Rory and I sit down with Fran Maier, CEO of Baby Quip, to explore how providing essential baby and toddler gear can elevate the guest experience. Fran shares her journey as a host-turned-innovator and how Baby Quip helps families travel light while ensuring hosts deliver a seamless stay.From reducing guest packing stress to offering promo codes and affiliate opportunities, this episode is packed with insights you won’t want to miss. Plus, hear fi...
2024-12-30
30 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
The Truth About Direct Bookings for Serious Airbnb Hosts | Abby Grous
What if you could reduce your reliance on OTAs, save money, and build a loyal guest base—all while maintaining complete control over your short-term rental business? That’s exactly what we’re exploring in this episode of The SmartStay Show!Rory Gill and I sit down with Abby Grous, the Senior Product Manager of Direct at Hospitable, to unpack the power of direct bookings. From Hospitable’s innovative tools to real-world strategies for maximizing revenue, we cover everything you need to know about making direct bookings work for you. Abby gives us an inside look at Hospitab...
2024-12-23
43 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Remote Hosting Secrets Every Airbnb Host Should Know! | Punith Upadhya
Ready to take your short-term rental business to the next level? In this episode of the Smart Stay Podcast, Rory Gill and I chat with Punith Upadhya, the mastermind CEO of Moon Gaze Stays, who’s figured out how to run a world-class short-term rental operation from hundreds of miles away! Puneet pulls back the curtain on his game-changing strategies, including how he’s built seamless systems, empowered his local team, and mastered the art of delivering unforgettable guest experiences. Plus, he reveals how the "Limitless" program transformed his mindset, helping him tackle challenges and seize unexpected oppo...
2024-12-17
47 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Airbnb Guests Are Paying MORE for Vintage + Local Vibes - Here’s Why! | Christina Melander
In this episode of the Smart Stay Show, I sit down with Christina Melander, the founder of Knotty Pine Design and a talented short-term rental host, to discuss how she creates memorable guest experiences with a blend of budget-conscious, authentic design. Christina shares her insights on crafting distinctive, fantasy-driven vibes that stand out on listings and leave a lasting impression.We dive into how to balance sturdy, long-lasting furniture with unique, locally-sourced pieces, and how meaningful items like family heirlooms and artwork can elevate the guest experience. Christina also shares practical advice for new hosts, including sourcing...
2024-12-10
37 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How Proper Signage Can SAVE Your Airbnb from Bad Reviews | Jason Muth + Rory Gill
In this episode of The Smart Stay Show, we’re diving into the critical role of signage in short-term rentals. From the must-have Wi-Fi sign to rules about smoking, plumbing, and pets, this episode is packed with practical advice to help you create a seamless guest experience.We’ll discuss how to balance necessary information with tasteful design, avoid the pitfalls of overwhelming guests, and even incorporate humor and creativity to make your signs stand out. Tune in for actionable tips to protect your property, keep guests informed, and enhance their stay!Thin...
2024-12-05
17 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
The Ultimate Airbnb DESIGN Hacks + Pro PHOTO Tips That Hook Potential Guests | Justin Miller
In this episode, we’re joined by the brilliant Justin Miller, co-founder of Showplace and a true trailblazer in hospitality design. Justin brings a wealth of experience to the table, having co-founded Pillow, a groundbreaking property management tech platform, and now leading Showplace, where he helps rental owners and investors create spaces that leave a lasting impression.Justin’s journey is as inspiring as it is insightful. From navigating the challenges of launching tech-driven solutions for property management to becoming a go-to expert for design-driven short-term rental setups, he’s seen firsthand how the right...
2024-12-03
39 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
AVOID These Airbnb Location Mistakes (Or Lose Money!) | Jason Muth
In this episode, We dive into the crucial role of location in short-term rental success. From being close to key attractions like beaches and national parks to considering the charm of quieter residential neighborhoods, I’ll walk you through the factors that can make or break your rental’s performance.I also share my experiences hosting in Provincetown, Massachusetts, and offer practical tips for enhancing the value of your property—whether it's upgrading amenities, marketing hidden gems in your area, or catering to your guests' specific needs. Tune in to learn how to unlock the fu...
2024-11-26
27 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How to Handle Airbnb Guests + Issues Without Being On-Site | Jarrett Chouinard
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...
2024-11-21
39 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Land High-Quality Content Creators for Your Rentals (Step-by-Step) | Jordan Kahana
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 fr...
2024-11-14
33 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Cracking the Code to Profitable Midterm Rentals | Mike Stone
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 target...
2024-11-05
20 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
LEVEL UP Your Airbnb Business in Your Early 20s | Bailey Kramer
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...
2024-10-22
29 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
The Truth About Airbnb Superhost Status | Jason Muth
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 li...
2024-10-17
17 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Stop Struggling! Coaching Will 10X Your Real Estate Investing | Chris Petzy
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 ha...
2024-10-11
35 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Struggling With Negative Reviews? Do This! | Jason Muth
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...
2024-10-08
21 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Are You Losing Money by Ignoring Your Cleaners? | Real Estate Investor Brooke Coughlin
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...
2024-10-01
38 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How Content Creators ACTUALLY Increase Rental Income | Stayamo CEO Jordan Kahana
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 le...
2024-08-29
48 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How Co-Hosting Grows Your Airbnb Business Fast | Airbnb Superhosts Dave Stokley and Mark Vondrak
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...
2024-08-15
12 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How Syndications Help Busy Professionals Invest | Brad Shepherd
Quick Take - (Full Episode - #105 - Link Below to Full Episode)Today we're joined by Brad Shepherd, Managing Partner of Sugarhouse Investments, a real estate expert with over 20 years of experience in commercial real estate and a focus on syndications and passive investing alternatives.As a licensed securities broker, Brad shares his insights on how these alternative investing strategies can help you diversify your portfolio and build wealth without the headaches of property management.We dive into Brad's journey from Utah to Texas...
2024-08-08
18 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How We Made It to 200 Episodes of The Real Estate Law Podcast | Jason Muth + Rory Gill
Join us for the milestone 200th episode of The Real Estate Law Podcast, where hosts Jason Muth and Rory Gill reflect on their incredible journey over the past five years. In this special episode, they share memories from their early days of recording in a makeshift studio and struggling to get the perfect take. Through persistence and a willingness to evolve, they've transformed the podcast into a respected source of insights and advice for the real estate community.Listen in as Jason and Rory discuss the importance of staying connected to your "why" – the dr...
2024-08-07
57 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Building Credibility Through Real Estate Content Creation | Avery Heilbron
Quick Take - (Full Episode - #103 - Link Below to Full Episode)In today's episode, we're thrilled to have a conversation with our friend Avery Heilbron, who has made a name for himself in the online worlds of personal finance and real estate investing. Avery has amassed an impressive online following by candidly sharing his experience as a young and successful real estate investor.Avery's journey in real estate investing and personal finance has inspired many on social media. Now, as a renowned expert in the field, he coaches...
2024-08-01
09 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Escape Golden Handcuffs & Build Your Dream Business | Gianna Rahmani
Quick Take - (Full Episode - #101 - Link Below to Full Episode)Welcome to another episode of The Real Estate Law Podcast! We're excited to have Gianna Rahmani, Day Hustle Co-Founder and Creator of Angel Employment, joining us for a captivating conversation about turning your day hustle into your main gig.During this episode, we'll dive into Gianna's real estate investment journey and discuss how her experiences have shaped her success. In addition, we'll explore the innovative concept of angel employment, a revolutionary idea that could transform the way...
2024-07-18
10 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How I Bought My First Property at 21 While Working Retail Jobs 👀 | Tom Brickman
We're super excited to welcome Tom Brickman - The Frugal Gay’ - to this episode! A seasoned real estate investor and financial coach shares his inspiring journey from working retail jobs to building a successful real estate portfolio through frugal living and investing. Tom's journey to build a successful real estate portfolio started over 20 years ago, and he's here today to share his story of resilience and dedication from his early days working retail jobs to accumulating over 20 rental properties.Tom discusses his early experiences buying properties in Ohio and Texas, emphasizing the importance of...
2024-07-02
51 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
I Bought a 9000 Sq Ft Mansion and Leased it to UFC 🏆 | Jason Griggs
Quick Take - (Full Episode - #98 - Link Below to Full Episode)In this episode, we sit down with Jason Griggs, one of the biggest short-term rental investor in the Las Vegas / Henderson area. With 11 active Airbnb rentals, Jason shares his journey from life as an elementary school teacher to becoming one of the most successful realtors and short-term rental operators in Nevada.Jason's passion for real estate was ignited when he moved from New York City to Las Vegas in June 2011, which proved to be one of the...
2024-05-16
09 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Turn Your SIDE HUSTLE Into Your Thriving Primary Business | Jason + Rory's Secrets
On this episode of The Real Estate Law Podcast, Rory and Jason share our experience participating in a panel discussion at Northeastern University about short-term rentals. We dive into the ins and outs of running a successful vacation rental business - from choosing the right locations and designing memorable spaces to marketing strategies, customer service best practices, and navigating regulations. We also answer questions from attendees so you'll learn tips directly from our experiences. Whether you're just getting started or growing your portfolio, tune in for an inside look at this exciting niche within r...
2024-03-28
47 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
The Real Estate Tax Hack Every Investor Needs to Know | Erik Oliver
This episode provides a deep dive into cost segregation strategies. We're super excited to introduce today's guest, Erik Oliver, because he has saved Jason and Rory a ton of money!As the head of Channel Partnerships at Cost Segregation Authority, Erik is passionate about educating both investors and tax professionals on utilizing this important strategy. Many of you may already be familiar with Erik from his knowledgeable presentations on cost segregation at industry events such as Bigger Pockets' BPCON (which is where Jason heard him speak and immediately returned home to put cost segregation strategies to work...
2024-03-16
53 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How Short-Term Rentals Solve Housing Needs You Never Thought Of | J. Massey
Quick Take - (Full Episode - #86 - Link Below to Full Episode)We're thrilled to welcome J. Massey - real estate entrepreneur, father, coach, instructor, author, podcast host, short-term rental expert, and founder of Cashflow Diary, an STR hospitality training company that shows investors how to build their own short-term rental businesses.J. has built a real estate portfolio with short term rentals at the center, and now operates a 37-unit short-term rental business, which has created more profit faster than any other strategy he has seen before.
2024-03-07
09 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Why UNIQUE Airbnb Stays Are the New Standard for Travelers | Zach Busekrus
Today we're joined by a special guest, Zach Busekrus, the founder of Sponstayneous, the internet's best place for travelers to uncover amazing last-minute Airbnb deals.As the host of the popular podcast and YouTube channel "Behind the Stays, " Zach features the stories behind the next-generation of hospitality entrepreneurs. He has welcomed hundreds of guests and built a loyal following through his insightful conversations.In this conversation, we are excited to share Zach's experiences and perspectives on trends in the short-term rental industry, notably highlighting trends in unique Airbnb experiences...
2024-03-05
1h 00
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
The Secret to Success: Do What You Enjoy and Delegate the Rest | Jake Cohen
Quick Take - (Full Episode - #81 - Link Below to Full Episode)Welcome Jake Cohen, a firefighter and real estate investor living in Colorado. Jake is an Airbnb Ambassador and an Airbnb Superhost for over five consecutive years.Much of our spirited conversation focuses on the first question that any investor should be asking - why am I doing this in the first place? Getting clarity on the goal helps Jake shape his short-term rental business in a manner that best suits his and his family's lives.
2024-02-22
08 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How This Investor Exploded His STR Business Through Smart Acquisitions | Eric Lewis
Joining us today is Eric Lewis, founder and owner of Nashville Stays. With years of experience in the short-term rental industry under his belt, Eric has a fascinating story to share about building his business from the ground up through both organic growth and strategic acquisitions. He's here to provide valuable insights into scaling a property management company and navigating the competitive Nashville market.Learn about Eric's early days managing just a few properties part-time while working another job, and how he grew his portfolio over the years through networking and providing value to...
2024-02-13
50 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Pull Back the Curtain on Real Estate Buyer Psychology | Eirik Davey-Gislason
We're pleased to welcome back negotiation expert Eirik Davey-Gislason. As a veteran of the real estate industry with experience in both sales and management, Eirik has a unique perspective to share. He joins us today to discuss his new coaching business, Archway Partners, and how he's helping agents improve their skills through innovative training programs. We're looking forward to an insightful conversation with Eirik about effective negotiation techniques and their application in today's changing market.Eirik shares how he uses his experience in real estate sales and management to teach agents practical negotiation techniques...
2024-02-06
56 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Make Your Airbnb Furnishings Work for You | Minoan CEO Marc Hostovsky
Quick Take - (Full Episode - #78 - Link Below to Full Episode)Have you ever stayed at a short-term rental home and wondered where a certain interior design item was purchased and how you could get it for your own home?Or did you sleep amazingly on their mattress and sheets, and want to buy them for your own bedroom?These real product moments are what drove our guest, Marc Hostovsky, to launch Minoan - a customizable, curated retail platform helping short term rental hosts simplify furnishing...
2024-02-01
07 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Airbnb Hosts: 95% Are Doing THIS Wrong | Culin Tate
Quick Take - (Full Episode - #69 - Link Below to Full Episode)We're talking short-term rentals in this episode! Meet Culin Tate, a serial entrepreneur, owner and host of nine Airbnb properties, short-term rental coach, author of Host Coach, and Airbnb ambassador.His mission is to share his experiences and knowledge of specific tools, software, and systems that will turn your short-term rentals from being a "hobby" into a legitimate business.Get an inside look into the tools and systems that Culin has implemented...
2024-01-04
08 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
My BIGGEST LESSONS Managing High-Profile Real Estate - Nathaniel Pitchon-Getzels
Quick Take - (Full Episode - #67 - Link Below to Full Episode)Our guest on this episode is Los Angeles real estate agent to the rich and famous, Nathaniel Pitchon-GetzelsNathaniel is a top-ranking real estate professional in California, specializing in luxury and unique properties, and has run a group of agents for over a decade.Nathaniel is a podcast host, expert witness, property wealth advisor, and specialist in fractional ownership.We take a deep dive into the luxury...
2023-12-28
09 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Secrets I Learned Investing in 50-200 Unit Properties | Kent Ritter
Quick Take - (Full Episode - #57 - Link Below to Full Episode)This week, we welcome Kent Ritter, CEO of Hudson Investing, to The Real Estate Law Podcast to discuss real estate syndication deals and why he's so passionate about helping others find their pathways toward financial independence.If you've heard other podcasts where people discuss real estate syndication, or you've been to real estate meetups with investors looking to raise capital, and always wondered about the inner working of those deals, this episode is a great starting point.
2023-12-20
07 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
NEVER Trust All AirDNA Data - Here’s What Matters! | The Airbnb Data Guy John Bianchi
Quick Take - (Full Episode - #74 - Link Below to Full Episode)We're super excited to welcome John Bianchi - The Airbnb Data Guy’ - to this episode! Hear how John approaches Airbnb rentals from an analytical and pure data standpoint. John shares his secrets on finding the Airbnb sweet spot by discovering highly profitable properties in any market (hint: it has a lot to do with the amenities that you offer at your properties).As the Head of Data for Superhost Labs, an Air...
2023-12-14
16 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How I Built a Business on Midterm Rentals (That BARELY Includes Airbnb) | Mike Stone
In this episode, we sit down with Mike Stone, a trailblazer who transitioned from a successful legal career to become a dynamic real estate entrepreneur specializing in short-term and medium-term rentals. When you realize that you're in the wrong field, it takes a ton of courage and conviction to make a career pivot early in your career.We're diving into Mike's fascinating transition away after working as an attorney full-time, detailing why he decided to step away from a profession that he spent many years of legal training (and t...
2023-12-12
50 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
What You Don’t Know About Luxury Vacation Rentals | Jason Griggs
In this episode, we sit down with Jason Griggs, one of the biggest short-term rental investor in the Las Vegas / Henderson area. With 11 active Airbnb rentals, Jason shares his journey from life as an elementary school teacher to becoming one of the most successful realtors and short-term rental operators in Nevada.Jason's passion for real estate was ignited when he moved from New York City to Las Vegas in June 2011, which proved to be one of the best decisions of his life. He has sold over 20 million dollars worth of properties and built his...
2023-04-18
44 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Not Just Tourists: Unexpected Guests for Your Short-Term Rentals | J. Massey
We're thrilled to welcome J. Massey - real estate entrepreneur, father, coach, instructor, author, podcast host, short-term rental expert, and founder of Cashflow Diary, an STR hospitality training company that shows investors how to build their own short-term rental businesses.J. has built a real estate portfolio with short term rentals at the center, and now operates a 37-unit short-term rental business, which has created more profit faster than any other strategy he has seen before.In fact - J. and his team have identified 65 different use cases for...
2023-01-24
53 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Building a Trustworthy Airbnb Co-Hosting Business Step-By-Step | Jake Cohen
Welcome Jake Cohen, a firefighter and real estate investor living in Colorado. Jake is an Airbnb Ambassador and an Airbnb Superhost for over five consecutive years.Much of our spirited conversation focuses on the first question that any investor should be asking - why am I doing this in the first place? Getting clarity on the goal helps Jake shape his short-term rental business in a manner that best suits his and his family's lives.Jake grew up in the hospitality business and is putting his years of experience...
2022-12-20
1h 10
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Why Airbnb Design Makes or Breaks Your Income | Minoan CEO Marc Hostovsky
Have you ever stayed at a short-term rental home and wondered where a certain interior design item was purchased and how you could get it for your own home?Or did you sleep amazingly on their mattress and sheets, and want to buy them for your own bedroom?These real product moments are what drove our guest, Marc Hostovsky, to launch Minoan - a customizable, curated retail platform helping short term rental hosts simplify furnishing and save money with a free to use, centralized ordering platform.
2022-11-28
57 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Why Real Estate Investors Use DSCR Loans to Scale | Robin Simon
Cash flow and qualifying for financing are two of the biggest hurdles when it comes to running your real estate business and landing your next deal. We're talking about forward-thinking lending in this episode of The Real Estate Law Podcast.Meet Robin Simon, a Partner of Easy Street Capital, a private real estate lender headquartered in Austin, Texas serving real estate investors around the country.Robin oversees the EasyRent division, which provides long-term financing on business-purpose 1-8 unit residential mortgage loans. Robin oversees the marketing, business development, operations, and...
2022-11-15
53 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
I WISH I Knew These Airbnb Data Hacks Earlier | The Airbnb Data Guy John Bianchi
We're super excited to welcome John Bianchi - The Airbnb Data Guy’ - to this episode! Hear how John approaches Airbnb rentals from an analytical and pure data standpoint. John shares his secrets on finding the Airbnb sweet spot by discovering highly profitable properties in any market (hint: it has a lot to do with the amenities that you offer at your properties).As the Head of Data for Superhost Labs, an Airbnb investing fund, John understands the numbers behind successful short-term rental operations. His mission is to ensure tha...
2022-11-01
47 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
This Technology Changed How I Manage My Airbnb Properties | Culin Tate
We're talking short-term rentals in this episode! Meet Culin Tate, a serial entrepreneur, owner and host of nine Airbnb properties, short-term rental coach, author of Host Coach, and Airbnb ambassador.His mission is to share his experiences and knowledge of specific tools, software, and systems that will turn your short-term rentals from being a "hobby" into a legitimate business.Get an inside look into the tools and systems that Culin has implemented, and scale your short-term rental business into a life of financial freedom by starting to live your "...
2022-09-27
47 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
The REAL Challenges of Selling to the Ultra-Rich | Nathaniel Pitchon-Getzels
Our guest on this episode is Los Angeles real estate agent to the rich and famous, Nathaniel Pitchon-GetzelsNathaniel is a top ranking real estate professional in California, specializing in luxury and unique properties, and has run a group of agents for over a decade.Nathaniel is a podcast host, expert witness, property wealth advisor, and specialist in fractional ownership.We take a deep dive into the luxury real estate market in Los Angeles, and learn the secrets as to how Nathaniel builds his b...
2022-09-13
43 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Empowering Female Airbnb Real Estate Investors | Nancy Wallace-Laabs
We're talking about short-term rentals, recession proofing your investing, how to "read" the Airbnb market, and how to pivot to strategies that work with real estate investor, best selling author, national speaker, and real estate coach Nancy Wallace-Laabs.Nancy is a licensed real estate broker in the state of Texas. She has more than 15 years of real estate investing experience, owns several rental properties, and has been a property manager for more than 12 years in North DFW area.She has written two books - “Winning Deals in Heels” and “Let Me...
2022-08-09
50 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
What I Wish I Knew Before Starting in Real Estate Syndications | Kent Ritter
This week, we welcome Kent Ritter, CEO of Hudson Investing, to The Real Estate Law Podcast to discuss real estate syndication deals and why he's so passionate about helping others find their pathways toward financial independence.If you've heard other podcasts where people discuss real estate syndication, or you've been to real estate meetups with investors looking to raise capital, and always wondered about the inner working of those deals, this episode is a great starting point.Kent is a multifamily investor, the founder of the Indianapolis Multifamily Investor...
2022-07-05
50 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Promoting Safety and Preventing Violence at Home | Sabrina Osso
In this episode, we are speaking about a sensitive topic, but an extremely important one.Being a landlord requires a responsibility to provide a safe home for your tenants.Safety extends beyond the roof, front doors, windows, and heating system.How do you make sure that your tenants are not abusive toward one another?Our guest Sabrina Osso, Founder and CEO of OSSO SAFE, thinks that she has an excellent solution. Her belief is that by combining education, mental...
2022-05-10
42 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Financial Independence One Acre at a Time | Kendra Barnes
Meet Kendra Barnes, the Founder and Creator of The Key Resource - a community of aspiring and experienced Real Estate Investors, building wealth together.Kendra is a wife, a mom, and a full-time Real Estate Investor. Her real estate investments afforded Kendra the ability to retire from the 9-5 life at the age of 32.Along with her portfolio that generates over $150k of annual income, Kendra is a reach estate coach, helping beginner Real Estate Investors learn how to make passive income with Real Estate (even if they don't...
2022-05-03
31 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Catastrophe Planning and Compassionate Counsel | Galen Hair
In this episode, we took a deep dive into disaster planning, how to shop for insurance, how to stand up to the insurance company, and what to do when that major storm strikes and damages your property.Galen Hair is a property-casualty insurance attorney operating and owner of Insurance Claim HQ. He is licensed in a number of states that Mother Nature haunts with hurricanes, blizzards, tornadoes, and other natural disasters, including Louisiana, Massachusetts, Florida, and New York.Climate change and the recurrence of "hundred year storms" (that are...
2022-04-23
51 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Real Estate Mentoring and Coaching (Expert Advice) | Ryan Glass
During this episode of The Real Estate Law Podcast, Rory meets with Ryan Glass, Vice President at Gibson Sotheby’s International Realty, located right here in Boston.It's a good ol' fashioned meeting of the minds between Boston real estate agents. Hear them chat about the local market, sure. You will hear their take on sale trends and market shifts over the past two years.But the discussion encompasses much more than what's happening here in Boston! Ryan earned his real estate license at onl...
2022-04-05
36 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Accessory Dwelling Unit Crash Course (Insider Tips) | Paul Wells
Meet Paul Wells, an experience semi-retired real estate developer and leader in the ADU movement.What's an ADU, you ask? It's an Accessory Dwelling Unit.Granny Flats, Casitas, Mother-in-Law Units, Backyard Houses, Guest Houses - whatever you'd like to call them, Paul has seen and done it all in the ADU space, and we're extremely fortunate to have had Paul on the podcast for an informative chat about ADUs.The laws and the policies that bring ADU to life are still developing every day...
2022-03-29
42 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Here's How to Earn Huge Returns Across Asset Classes | Kevin Bupp
In this episode, we're speaking with Kevin Bupp, Founder & CEO of Sunrise Capital Investors, which invests in mobile home parks, parking lots, apartments, offices, and single family homes all across the US.Kevin's story sounds very familiar to many real estate investors who started in the 2000s - build up a substantial portfolio, weather the 2008-2009 financial crisis (where Kevin lost everything), and pivot strategy to something new. In Kevin's case, he bought his first mobile home park in 2012 and since then has transacted on over 40 of them!Kevin...
2022-03-08
46 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Navigating an Astonishing Seller's Market | Tory Keith
In this episode, we're speaking with another Boston-based real estate broker, Tory Keith, and figuring out together how we all should be navigating this astonishing seller's market that we are in!Tory, a lifelong resident of Metrowest Boston, worked for a boutique firm before founding Board & Park, offering tailored comprehensive property solutions, from sales and brokerage for homes, estates, and investment property, to staging and interior design.We share stories and compare notes about the insane market that we're seeing once again here in the Boston metro area, especially...
2022-03-01
38 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How (and WHY) to Build 15 Streams of Income | Ken Wimberly
Meet Navy Veteran and Entrepreneur Ken Wimberly, who has over 15 different streams of income from real estate investments, operating businesses, coaching services, oil + gas holdings, and now.... the laundry business!We dive deeply into mentorship and the value of building a meaningful network of individuals willing to help, whether through friendship, advice, or complementary skills. Ken is a founding partner in Laundry Luv, a chain of laundromats with a mission to educate, equip, and inspire those in the communities where they serve. He founded and grew KW Net Lease Ad...
2022-02-23
55 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Explaining Self-Banking and Buying Back Debt | Mark Willis
Mark Willis is a CERTIFIED FINANCIAL PLANNER™, a three-time #1 Best Selling Author, and the owner of Lake Growth Financial Services, a financial firm in Chicago.Mark works with individuals who want to create wealth in ways that are safe and predictable, become their own source of financing, and become financially set for life. During our conversation, Mark gives us a ton to consider regarding how the cash value of whole life insurance policies can open doors into tons of investment opportunities.Mark is also the host of the This is Not...
2022-02-08
49 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Should I Get My Real Estate License? | Jason Muth + Rory Gill
This is a very frequently asked question for us. Getting a real estate license is a popular decision for many people, but only a fraction of those with a real estate license really make a career with it.REASONS FOR: It’s a rewarding career path. The profession can accommodate a wide range of personalities and expertise. You can access the MLS and can directly schedule showings. I can work symbiotically with other professional experience, both past and concurrent. You can unlock additional resources, market data, and trainings with your brokerage and local Rea...
2022-01-12
36 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Death and Real Estate - Protect YOUR ASSETS | Jason Muth + Rory Gill
Today, we’re talking about the unpleasant topic of death - and what it means for homeowners and real estate investors. That means, we’ll outline some basics of making sure: Your assets are inherited by the people you want to inherit them, Your heirs don’t pay more taxes than they have to, and The transition is as clean and simple as possible. This particular conversation needs the disclaimer. We’re talking about some basic concepts, but this isn’t legal or financial advice. If you hear something that catches your attention, talk over your situation with a local...
2021-12-28
40 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
How YOU Can Invest in Out-of-State Real Estate Successful | Jon Sidoti
We met Jon Sidoti on Bigger Pockets and thought he'd have a cool story to tell on the podcast - boy were we right!Jon has built an amazingly successful out-of-state multi-family investment portfolio from his home base of Quincy, MA.Currently, he has projects in Louisiana and Florida, and as we're writing this, Jon just told us that he is under contract with a 20-unit property in North Carolina and toured a 230-unit in Virginia!Learn about how Jon built his systems and...
2021-12-14
41 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
LEVEL UP Your Listing - Actionable Airbnb Advice | Superhost Natalie Palmer
We're super excited to welcome Airbnb Superhost Natalie Palmer to The Real Estate Law Podcast!Natalie is an Airbnb Consultant and Educator - wait, what again?It means that she is the ultimate Airbnb player and coach - she operates and manages a number of Airbnb listings in Big Bear, California AND she shares what she has learned on her fantastic Instagram page, website, and with the students that she teaches in her course, Host With Natalie.Learn how Natalie got into Airbnb rentals...
2021-11-29
1h 03
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Creative Real Estate Financing - Everything You Should Know | Kyle Muth
A very special guest for Episode 30 is Cousin Kyle! Or, more formally, Kyle Muth, Jason's smarter cousin, who has his MBA, CFA, and a bunch of fancy financial certificates and licenses, so he knows what he's talking about!Kyle is the Founder of Muth Capital, which offers innovative financial products that go far beyond simple business loans.In this episode, we discussed: How and why Kyle started Muth Capital His shift from the corporate world into an entrepreneurial environment How he's connecting real estate investors with alternative sources...
2021-11-16
53 min
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips
Real Estate Tech and Smart Wealth Building | Saad Munir
We're talking real estate tech, building a real estate portfolio, and smart wealth building with Saad Munir from Torii Homes.Saad is the Director of Sales with Torii Homes, a real estate startup that aims to simplify the home buying experience - a home for all things home. Torii's goal is to streamline the home purchasing experience with their network of vetted partners for a seamless, personalized, and stress-free home buying.Learn about how Saad's technology background and experience as a financial advisor helped him pivot into the Boston...
2021-11-08
50 min