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

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 regulati...

Today we are joined by Grant Warrington, a successful real estate investor based in St. Petersburg, Florida. Through his consistent content creation and educational videos, Grant has helped countless others achieve their real estate goals. We are excited to learn about Grant's journey from single-family homes to apartment investing and how he leverages social media to share his expertise. Grant sh...

Quick Take - (Full Episode - #87 - Link Below to Full Episode) In this episode, we are speaking about commercial real estate and family business law with one of the most experienced and decorated attorneys at a large New York City firm. Please welcome Belinda Schwartz - the chair of the Real Estate Department at New York law firm Herrick Feinstein LLP. As one of the only women in the country to ch...

Today we have Zack Gray joining us. Zack is a successful real estate investor based in Massachusetts, who has built a portfolio valued at over $25 million. In addition to real estate, Zack is also a gym owner, having transitioned into real estate investing after years of personal training and owning his own fitness facility. Zack shares his non-traditional path to success, from military service an...

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 E...

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 rent...

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 h...

Quick Take - (Full Episode - #84 - Link Below to Full Episode) We're talking property management in this episode of The Real Estate Law Podcast! We are excited to welcome Certified Property Manager - CPM® Shira Ali, a 20-year veteran of the property management industry, with experience managing multi-family and commercial real estate assets. Real estate investing is a customer service business. Su...

Joining us today is Michael Del Prete, a veteran real estate investor and current Executive Director of the Arizona Real Estate Investors Association. With over 14 years of experience in real estate wholesaling, flipping, and landlording, Michael has a wealth of knowledge to share about breaking into the business of real estate investing. We're excited to learn about his journey getting started an...

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 hel...

On today's episode, we're joined by a special guest who is truly an expert in the vacation rental industry. Rose Tipka is the founder and CEO of Your Family's Place, a wildly successful vacation rental business based in Ohio's Amish Country. As both a successful entrepreneur and homeschooling mother of six, Rose has built an exceptional brand through her relentless focus on hospitality and guest e...

Quick Take - (Full Episode - #80 - Link Below to Full Episode) Did you know that you can purchase real estate using your Self-Directed IRA? For a lot of the people interested in financial independence and retiring early, having money locked away into an IRA or 401k can feel relatively daunting. Self-directed IRAs empower investors to grow their retirement accounts with alternative assets such as p...

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 N...

Quick Take - (Full Episode - #79 - Link Below to Full Episode) We are talking cybersecurity today and learning about all of the ways that hackers are looking to infiltrate the secure files, emails, address books, and bank accounts for real estate brokerages and law firms. Meet Eric Shorr, founder of Secure Future Tech Solutions, a Rhode Island-based industry leader providing small-to-medium sized...

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 c...

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 M...

Joining us today for an insightful conversation about adding value to real estate built in flood zones is DJ McClure, a seasoned expert from National Flood Experts. With a wealth of knowledge in floodplain dynamics, DJ is here to unravel the complexities of flood maps, insurance, and property strategies. Get ready to gain invaluable insights and tips for safeguarding your investments and uncoverin...

Quick Take - (Full Episode - #77- Link Below to Full Episode) We're excited to welcome Logan Rankin to the podcast for a spirited discussion about financial freedom and the true value of working at a W-2 job and why "quiet quitting" is one of the worst things that an employee an do. Logan spent the first decade of his career working with a Fortune 50 corporation, leading retail operations. There,...

Join us in this episode as we sit down with Mathew Pezon, a seasoned real estate investor with a unique journey from chemical engineering to acquiring over 100 properties. Get ready to be inspired as Mathew generously shares his insights, experiences, and valuable lessons learned along the way.  Mathew provides a look inside his direct mail strategies over the years. Learn how he refined his proce...

Quick Take - (Full Episode - #75 - Link Below to Full Episode) In this episode, we are learning how to invest in Tax Deed Auctions with the authority - Joseph Griffin - a.k.a. The Tax Deed Wolf. Joseph is an army veteran of 11 years with 2 combat tours, a retired nurse, and now one of the top Tax Deed coaches in the business. As CEO of Tax Deed Wolf Academy LLC, Joseph specializes in Tax Deed Inve...

In this episode, we learn about a unique perspective on public relations and crisis management with special guest Nathan Miller. As the CEO of Miller Inc., Nathan shares invaluable insights from his 20+ years of experience in strategic communications. Get ready to be inspired and learn why PR is an important consideration for real estate businesses of any size. Nathan also offered practical tips f...

Quick Take - (Full Episode - #72 - Link Below to Full Episode) Awesome episode all about marketing! We are talking about utilizing social media and building your personal brand online in this episode of The Real Estate Law Podcast. Never before has it been more crucial to the success of a business to stand out and have an honest and favorable reputation when people search you on Google. We have an...

In today's episode, we're thrilled to have a conversation with a real estate expert Michael Sarracini. With over two decades of investing in real estate and as the star of HGTV's Income Property, Michael has a unique perspective on building wealth through real estate. We're excited to discuss his insights on investing strategies for different generations and learn from his extensive experience in...

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...

Today we're joined by a familiar face in the local real estate scene, Vincent "Vinnie" Forzese. As the owner and broker at Realty One Group Nest here in Newburyport, Vinnie has built a successful career focusing on community connections and client relationships. We're excited to chat with Vinnie about his experiences and insights on real estate in our area. Vinnie shares how getting involved in th...