Airbnb Superhost Jason Muth + Rory Gill

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

Business EN ↓ 293 episodes

Welcome to the SmartStay Show, your go-to podcast for mastering Short-Term Rentals on Airbnb, Vrbo, and beyond. For more Airbnb tips, visit smartstayshow.com and smartstaycoaching.com. Hosted by 30-time Airbnb Superhost Jason Muth and Real Estate Attorney Rory Gill, we equip you with the tools to launch, manage, and optimize your vacation rental like a pro. Unlike other shows, we specifically cater to owners of small-but-mighty portfolios who self-manage their properties. Each episode delivers expert insights, legal tips, and proven strategies from successful hosts across the U.S. Whether you’...

Author

Airbnb Superhost Jason Muth + Rory Gill

Category

Business

Podcast website

www.smartstayshow.com

Latest episode

Feb 24, 2026

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Episodes

How Where We Buy Impacts Where We Live | James Cook 22.03.2022

Meet James Cook, host of Where We Buy and co-host Everything We Know About Retail.  James is the Americas Director of Retail Research at JLL, a world leader in real estate services. JLL buys, builds, occupies, and invests in a variety of assets including industrial, commercial, retail, residential, and hotel real estate. James' stated goal is simple – to build knowledge of the ever-changing retail...

Even YOU Can Become a Top 1% Public Speaker Right Now | Brenden Kumarasamy 15.03.2022

Public speaking is a very difficult topic for both introverted and extroverted professionals. And it's hugely important in the worlds of real estate and law, whether hosting an open house, heading to court for closing arguments, or simply trying to put together a deal at the negotiation table. In this episode, we're speaking with professional communicator Brenden Kumarasamy, the founder of MasterT...

Here's How to Earn Huge Returns Across Asset Classes | Kevin Bupp 08.03.2022

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 everyt...

Navigating an Astonishing Seller's Market | Tory Keith 01.03.2022

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...

How (and WHY) to Build 15 Streams of Income | Ken Wimberly 22.02.2022

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 f...

Real Estate, Luxury Charters, and Practical Fashion | Rob Kessler 15.02.2022

In this episode, we welcome serial entrepreneur Rob Kessler to the podcast and spend a not insignificant amount of talking talking about apparel. Wait, isn't this a podcast about real estate law? Or, at the very least, real estate? It is - but it's also a podcast about good ideas, building business, and what real estate investing can lead to, which is a life of financial freedom, spending your tim...

Explaining Self-Banking and Buying Back Debt | Mark Willis 08.02.2022

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 t...

Building Your Dream Team and Landing Your Dream Home | D'Nette Wood 01.02.2022

Meet D'Nette Wood, a fourth generation native New Mexican, who grew up in Albuquerque and has been a real estate agent since 1999! She is a respected businesswoman, community leader, and proud member of SAG-AFTRA with numerous film, television, commercial, and theatre credits to her name! We're super excited that D'Nette shared her infinite wisdom and real estate knowledge during this episode, whe...

Plan Your Estate and Keep Your Assets | Attorney Daniel Bernard 24.01.2022

Daniel Bernard is The Snowbird Lawyer. What's that mean, you ask? A snowbird is someone who typically has their their primary residence somewhere in the northern part of the US or Canada, and spends the colder winter months in somewhere warmer, such as Florida, the Caribbean, or the Sun Belt. You don't have to be thinking about becoming a snowbird any time soon to enjoy this episode, learn a few t...

Should I Get My Real Estate License? | Jason Muth + Rory Gill 12.01.2022

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 symbiot...

Death and Real Estate - Protect YOUR ASSETS | Jason Muth + Rory Gill 28.12.2021

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’r...

How YOU Can Invest in Out-of-State Real Estate Successful | Jon Sidoti 14.12.2021

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 a...

LEVEL UP Your Listing - Actionable Airbnb Advice | Superhost Natalie Palmer 29.11.2021

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 tha...

Creative Real Estate Financing - Everything You Should Know | Kyle Muth 16.11.2021

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...

Real Estate Tech and Smart Wealth Building | Saad Munir 08.11.2021

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, personaliz...

Extraordinary Social Media Ideas for Real Estate Pros | Maris Callahan 03.11.2021

We're thrilled to welcome Maris Callahan onto the podcast for an enlightening episode about how to create an authentic and engaging social media presence as a real estate professional. Maris is the real deal - always helpful, optimistic, encouraging, staying ahead of trends, and brimming with marvelous ideas that help even the most camera-shy! She has over 15 years working with large brands, entre...

Generate Motivated Leads - Real Estate Marketing | Esteban Andrade 27.10.2021

We're thrilled to have Esteban Andrade on this episode of The Real Estate Law Podcast! Esteban is the founder of Hesel Media, a premier real estate marketing agency based in Florida and serving clients across the country. He works in the real estate marketing space and is an expert in lead generation, paid search, social media advertising, SEO, lead conversion, system automation, and everything co...

EVEN YOU Can Use City Websites to Buy Real Estate | Matt Davis 20.10.2021

Meet Matt Davis! Matt shares his story about getting started in multifamily investing with his amazing 6-unit building that he located from a city website! After graduating from college, working full-time, and scouring real estate websites, Matt decided to start attending real estate meetups and put his ideas in action.  He shares some of the lessons that he learned along the way, including how to...

Learning From A Loan Officer - What Happens BEHIND THE SCENES 06.10.2021

We discuss the many types of buyer personas that exist, life as a loan officer, what it's like to work as an apartment leasing manager, and how psychology majors can success in real estate in overcoming objections and working with all different types of buyers. If you're a recent graduate and trying to figure out how to jump into the real estate world this is an episode that you won't want to miss...

Breaking Up With Your Real Estate Co-Owner | Jason Muth + Rory Gill 06.10.2021

Some of the nastiest cases we have ever handled involved real estate co-owners going their separate ways. Married couples can get a divorce through the courts, but what happens when unmarried co-owners can’t agree? What happens when unmarried couples, siblings, or business partners can’t resolve their differences? Today, we are going to talk about how these breakups get resolved, how to avoid them...

Should We Create An LLC For Our Real Estate Investments? | Jason Muth + Rory Gill 21.09.2021

This is a question that comes up a lot – even though it’s probably not the most important question. Your investment strategy is more impactful than a choice of a business entity. Nevertheless, an LLC can be a useful tool for some types of real estate investors and certain investments. What are the advantages of having an LLC for your investments? A properly created and managed LLC can shield your...

How to Understand CRITICAL Real Estate Market Metrics | Jason Muth + Rory Gill 10.09.2021

There is a ton of real estate market data out there! Spreadsheets and tables of numbers can be daunting, but if you're a number-cruncher, it also can be addicting to dig deeper into the specifics. The challenge involves distilling all this information into actionable intelligence. Whether you are a buyer, investor, agent, or homeowner, there is no shortage of data when it comes to local housing ma...

STOP Evaluating Vacation Rental Markets Like This | Jason Muth + Rory Gill 01.09.2021

This is Part 2 of our 2-part series on how to evaluate a vacation rental market. Vacation rental properties have become a popular way for families to skip the cramped accommodations of a hotel and rent out larger spaces when they head to the beach, mountains, woods, or even into many city centers. Many people want the independence of a vacation rental but they don’t know how to evaluate the market...

DO THIS When Evaluating a Vacation Rental Market | Jason Muth + Rory Gill 23.08.2021

Vacation rental properties have become a popular way for families to skip the cramped accommodations of a hotel and rent out larger spaces when they head to the beach, mountains, woods, or even into many city centers. Many people want the independence of a vacation rental but they don’t know how to evaluate the market and if it will work for them. When you are looking into purchasing a vacation re...

When Real Estate Inventory Is SCARCE - Do This! | Jason Muth + Rory Gill 04.08.2021

The Problem: Inventory is exceptionally scarce right now. That means that there are way more interested buyers than there are homes available. Open houses have long lines, and most decent places are going under contract way too fast. Buyers don’t have a chance to think, they’re outbid, and they keep losing out on homes for sale. What can they do: Prepare in advance. Have the pre-approval ready to...

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