Joining us is Alexandra Greenawalt, real estate agent, best-selling author, former fashion stylist, and owner of the short-term rental business Sea + Salt Sanctuary. Alexandra began her journey into the short-term rental space when she started taking notes of the good and bad of the places she stayed in as a traveler. It all came to a head when she moved to Florida to be closer to her grandfather and bought a house in the state to rent out. Through this endeavor, she has found a passion for managing her short-term rental properties and dedicates herself to tailoring the experience for each of her guests, and she even built her own direct booking site. Tune in to learn more about her journey!   Key Takeaways [00:00] Introducing Alexandra Greenawalt [10:00] Customizing the rental for each guest and managing the properties  [16:23] Scale sacrificing quality  [22:05] How her properties perform  [27:11] Should all short-term rental owners become real estate agents? [31:22] COVID’s impact on her business and making her own direct booking site [37:16] How she screens her guests [40:44] Advice for people who are scared to leap into STR investing [43:00] Outro   Guest Links Websites – www.saltandseasanctuary.com and www.fairhavenpalmbeach.com Instagram – @alexandragreenawalt   Show Links Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals Living Off Rentals Website – livingoffrentals.com Living Off Rentals Instagram – instagram.com/livingoffrentals Living Off Rentals TikTok – tiktok.com/@livingoffrentals  

We’ve got Buddy Rushing coming back for today’s episode of Living Off Rentals. He is the co-owner, president, and CEO of White Feather Investments, a company focusing on residential and commercial properties. Buddy is also a former Marine and part of his company’s goal is to help fellow military personnel and their families generate passive income. His company is accomplishing this goal by launching the White Feather Investor Club and their Real Estate Investment Accelerator program to educate individuals and give them a strong network. Let’s catch up with Buddy and White Feather and hear his insights into the investing space. Tune in! Key Takeaways [0:00:00] Introducing Buddy Rushing [0:04:11] Catching up on Buddy’s current endeavors [0:08:11] The importance of education, network, and action in real estate [0:17:32] Buddy’s Real Estate Investment Accelerator program [0:32:07] The importance of working with someone with experience [0:36:11] Buddy’s insights into the future of the real estate market and his strategy for it [0:47:39] How Buddy strategized to cover his family’s goals to travel [0:58:59] Having the mindset of creativity and persistence when tackling opportunities [1:02:40] Buddy’s plans for the future  [1:07:41] Connect with Buddy Guest Links Website – whitefeatherinvestments.com Veterans for Financial Freedom – veteransforfinancialfreedom.com Facebook – facebook.com/edward.rushing.69 Instagram – instagram.com/buddyrushing Show Links Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals Living Off Rentals Website – livingoffrentals.com Living Off Rentals Instagram – instagram.com/livingoffrentals Living Off Rentals TikTok – tiktok.com/@livingoffrentals

Are you considering investing in short-term rentals outside of the United States? This is the episode for you. Joining us today is Germán Rimoldi, the CEO and co-founder of Foothold, an investment fund for unique short-term rental properties in the U.S. and overseas. He is also the author of The New Grave Dancer: Investing in Short-Term Rentals in Foreign Distressed Markets to Maximize Returns, in which he details his intuitive process of buying distressed properties, particularly in markets outside of the country. Tune in and learn about a profitable short-term rental investment opportunity you might be missing out on as Germán walks us through his methods and insights. Key Takeaways [00:00] Introducing Germán Rimoldi and getting into his grave dancing strategy [09:26] Why Argentina, Colombia, and Venezuela are standout markets [13:11] Navigating paperwork and formalities when investing in other countries [16:45] Explaining the role of inflation and legalities to navigate [25:16] Discussing the numbers–cost and revenue [31:36] On partnerships and determining the cash-flow dividends [34:30] Furnishing the property [35:11] Connect with Germán [37:12] Germán’s advice [37:50] Outro   Guest Links Website – https://foothold.co/Landing Page – olivegroveinvestments.com/re Show Links Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals Living Off Rentals Website – livingoffrentals.com Living Off Rentals Instagram – instagram.com/livingoffrentals Living Off Rentals TikTok – tiktok.com/@livingoffrentals

Aaron Spatz is the principal of Olive Grove Investments, a senior consultant at Waypoint Technologies, and the director of marketing and communications at the Veteran Executives Network.  Aaron is a serial entrepreneur, making his transition into the real estate investing space a natural development. He connected with Kirby after seeing him speak about short-term rentals in a veteran community. He enrolled in Kirby’s First Vacation Rental Investment Blueprint program and found a fantastic deal that generates great income. If you’re starting out in your investment journey, this is an episode you need to listen to. Aaron shares his story, the challenges he faced in finding a foothold in the short-term rental space, and the subsequent success he has experienced since. Tune in! Key Takeaways [0:00:00] Introducing Aaron Spatz and starting his short-term rental journey [0:07:02] Finding his confidence to move forward [0:10:03] Aaron’s amazing deal [0:20:59] How Aaron moved forward and funded the deal [0:27:04] Don’t overcomplicate the financial side of things [0:30:38] Managing the process after closing the deal and rehabbing the property [0:41:50] Furnishing the property [0:45:53] On self-managing the property [0:50:18] Unreasonable guests and working with Airbnb to remove their reviews [0:56:10] Biggest lessons Aaron learned throughout his deal [1:03:10] Closing remarks   Guest Links LinkedIn –  linkedin.com/in/aaronspatz Landing Page – olivegroveinvestments.com/re Show Links Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals Living Off Rentals Website – livingoffrentals.com Living Off Rentals Instagram – instagram.com/livingoffrentals Living Off Rentals TikTok – tiktok.com/@livingoffrentals First Vacation Rental Investment Blueprint Program – livingoffrentals.com/first-vacation-rental-investment-blueprint 

Our guest today is Taylor Wing, an officer from the 82nd Airborne Division turned into a full-time real estate professional. He graduated from West Point Military Academy in 2018 and now owns a home-buying and management company, Black Knight Property Solutions. Taylor already owns 32 doors of cash-flowing real estate and has done over $20 million of real estate transactions through flips and wholesale just five years after graduating from college. Being financially free just a few years after graduation is quite an achievement.  In this episode Taylor shares all of his best investing advice! Listen and enjoy! Key Takeaways [01:31] Introducing Taylor Wing [03:17] First actions that Taylor took in his real estate investing journey [06:12] His very first deal [12:01] Off-market lead generation [20:52] Impactful steps Taylor made on his road to financial freedom [27:04] Structuring your road to freedom [35:40] Taylor's best strategy in getting a deal [41:26] Financial Freedom Summit [43:32] Connect with Taylor   Guest Links LinkedIn – https://www.linkedin.com/in/taylorwing18/ Instagram – @taylorwing_ Buy tickets for Financial Freedom Summit - https://bcglobalevents.com/    Show Links Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals Living Off Rentals Website – livingoffrentals.com Living Off Rentals Instagram – instagram.com/livingoffrentals Living Off Rentals TikTok – tiktok.com/@livingoffrentals  

Jim Sheils joins us on this episode of Living Off Rentals. He is a speaker, author, consultant, the founder of 18 Summers, and a partner at Southern Impression Homes, a new construction company with a property management subsidiary focusing on build-to-rent properties.   Jim wrote the book The Family Board Meeting: You Have 18 Summers to Create Lasting Connection with Your Children, a book about developing a better connection with your family and closer bonds through actionable advice.    As entrepreneurs, many of our goals align with the intent of making a better life for our families, and Jim comes in to share his insights into the subject as well as his journey into real estate. Tune in! Key Takeaways [00:00] Introducing Jim Sheils and his insights into family time [06:49] The Family Board Meeting book [09:55] Achieving a work-life balance [15:56] Jim on his journey in real estate and starting a company [19:32] Lessons learned throughout his real estate journey [25:04] On his focus on build-to-rent properties [31:28] Get started on your build-to-rent journey [33:47] Jim’s property management service [38:53] Advice for achieving a good work-life balance [44:04] Advice for starting investors   Guest Links Starting Your Build-to-Rent Journey – jjplaybook.com18 Summers: Podcast for Parents – podcasts.apple.com/us/podcast/18-summers-podcast-for-parents/id1517106300 The Family Board Meeting Book – amazon.com/Family-Board-Meeting-Connection-Children/dp/1732362912 Show Links  Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals Living Off Rentals Website – livingoffrentals.com Living Off Rentals Instagram – instagram.com/livingoffrentals Living Off Rentals TikTok – tiktok.com/@livingoffrentals  

Get ready to witness the incredible success that can only be found in the world of short-term rentals. Join us as we introduce our esteemed guest, Will Sutherland, an Airbnb host who recently made headlines in a Business Insider article. Will had the idea to build a treehouse on his four-acre land holding, and he built everything himself. With the treehouse and his other Airbnb property—a converted school bus—he has since made enough money to leave his 9-to-5 job and work as a full-time host, truly living off rentals. Tune in as we delve into Will's journey as he shares his story and insights into his remarkable success in short-term rentals! Key Takeaways [00:00] Introducing Will Sutherland and his story [04:55] On building the treehouse [08:25] The treehouse’s specifications and utilities [12:58] Sharing a space with strangers [17:24] The financial situation of the treehouse property [20:51] Will on self-managing his properties [23:08] The insurance situation of treehouse properties [25:55] Will’s method of screening his guests [29:17] Lessons Will has learned since he began and his future plans [34:21] Connect with Will Guest Links Business Insider article about Will – businessinsider.com/i-built-airbnb-treehouse-and-now-host-full-time-2023-1 Instagram – instagram.com/willbillys Show LinksLiving Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals Living Off Rentals Website – livingoffrentals.com Living Off Rentals Instagram – instagram.com/livingoffrentals Living Off Rentals TikTok – tiktok.com/@livingoffrentals  

Join us for an enlightening episode as we dive into the dynamic realm of short-term rental investment with the brilliant Jeff Brown, founder of Intellihost. Intelllihost is an innovative platform that measures your search performance on Airbnb and delivers data-driven recommendations to maximize your revenue potential.  As an experienced short-term rental investor and host, Jeff brings a wealth of knowledge to guide those who rely on rentals as their primary income source.  Join us as we discuss the short-term rental market and the benefit of using Intellihost in gaining a competitive edge in the industry! Tune in! Key Takeaways [00:00] Introducing Jeff Brown and his journey into the short-term rental space [07:26] The problem in the short-term rental industry and how Intellihost solves it [14:08] How Intellihost helps you positively affect your ranking on Airbnb [25:58] What is AB Testing? [27:40] How Intellihost adjusts its strategy depending on the season [29:46] Intellihost’s prices [31:03] Jeff’s insights into the current state of the market [33:54] Jeff’s insights into the future of short-term rentals [37:14] Connect with Jeff    Guest Links Website – https://intellihost.co/Email – [email protected]   Show Links Join me for my live Masterclass on July 12, 2023 at 3:30 p.m. (CT): livingoffrentals.com/start Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals Living Off Rentals Website – livingoffrentals.com Living Off Rentals Instagram – instagram.com/livingoffrentals Living Off Rentals TikTok – tiktok.com/@livingoffrentals

Our guest today is Matt Shields, an investor, a founder of Signifcan LC, and the founder & CEO of Virtus Ventures. He is also the host of the Invest in Sqft Podcast, where he shares his knowledge of multifamily investing with his audience. Matt has been an entrepreneur for 25 years. Throughout that time, he has delved into tech before moving into multifamily investing, where he has amassed a portfolio of $60 million in real estate assets–and counting. Experience is the best teacher, so Matt comes into this episode with a lot of insights to share about the nature of entrepreneurship and investing. Tune in! Key Takeaways [00:00] Introducing Matt Shields [03:47] Matt’s three different ventures and how they intersect [05:56] How Matt manages having three different ventures [12:30] Leveraging the power of people and properly tracking their projects [20:44] Matt’s ideal deal in the current market [27:17] Matt recounts a recent deal and how they set it up to attract their desired clientele [32:15] What Matt would do differently if he could start his investing career over [34:13] Lessons learned in tech that he applied in his investing ventures [35:28] Connect with Matt    Guest Links LinkedIn – linkedin.com/in/matthewshields Podcast – podcasts.apple.com/gb/podcast/invest-in-sqft/id1506940483Traction: Get a Grip on your Business - https://www.amazon.com/Traction-Get-Grip-Your-Business/dp/1936661837   Show Links  Join me for my live Masterclass on July 12, 2023 at 3:30 p.m. (CT): livingoffrentals.com/start Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals Living Off Rentals Website – livingoffrentals.com Living Off Rentals Instagram – instagram.com/livingoffrentals Living Off Rentals TikTok – tiktok.com/@livingoffrentals

Throughout my career, I often receive questions from new investors about what to expect when investing in rental properties. It's understandable to be unsure about the potential returns and to set realistic goals, especially when starting out with no prior experience.  In today's episode, I want to address these questions by taking a different approach. Instead of an interview, I will dive into a recent deal we closed and present it as a case study. I’ll be going over all the details of the deal, from finding the property to reflecting on lessons learned, to provide you with tangible examples and demonstrate what is possible in the realm of real estate investing.  Whether you are a new investor or an experienced investor seeking inspiration for your next project, this episode is for you. Tune in! Key Takeaways [00:00] Introduction [01:25] Diving into what’s possible in short-term rental investing [03:06] An overview of the deal and discovery of the property [10:23] Running the numbers – Factoring in the cost of rehabbing and inspecting the home [20:46] Running the numbers – Rehabbing the property and anticipating occupancy [28:12] Financing the deal [31:45] First key takeaway – When rehabbing a property, think like a problem-solver [36:25] Second key takeaway – Don’t do a rehab unless you’re creating worthwhile cash flow [39:04] Closing remarks    Show Links Join me for my live Masterclass on July 12, 2023 at 3:30 p.m. (CT)! Join HERE!   Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals Living Off Rentals Website – livingoffrentals.com Living Off Rentals Instagram – instagram.com/livingoffrentals Living Off Rentals TikTok – tiktok.com/@livingoffrentals