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In this episode of the Short Term Rental Pros Podcast, Jeremy interviews Ryan, a young entrepreneur from Montreal, Canada, who has rapidly scaled his co-hosting business to manage properties in Florida and North Carolina. Ryan shares his background in sales, the pivotal shift from purchasing to co-hosting, and his unique approach to client acquisition and property management. He outlines his cold calling strategies, the importance of providing white-glove service, and the benefits of building in public. Despite initial challenges, Ryan's relentless pursuit and innovative marketing tactics have positioned him as a rising star in the short-term rental industry.
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In this episode of the Short Term Rental Pros Podcast, host Jeremy welcomes back Kyle, a rapidly growing star in the rental property scene. Kyle has expanded his portfolio from one to six mega properties since last November, focusing on barn-style accommodations across the Midwest. The duo discusses his journey from working a W2 job to managing a flourishing rental business, the unique amenities of each property, the challenges and strategies behind scaling, and the importance of leveraging local community banks and social media for growth. They also outline future plans to optimize operations and further expand the business. Tune in for insights into investing, scaling, and managing short term rentals for large groups.
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In this episode of the Short Term Rental Pros Podcast, Jeremy welcomes guest Jeff Iloulian, founder of HostGPO. They delve into Jeff’s extensive experience in short-term rentals since 2014, exploring industry changes and trends, including the impact of regulatory shifts, the rise of co-hosting, and the strategic importance of choosing markets. Jeff discusses HostGPO's value in providing discounts for short-term rental supplies and their recent fundraising success. They also cover the significance of industry events, such as VRMA, and Jeff shares insights for succeeding with short-term rentals in 2024. This episode is packed with tips and trends for both new and experienced short-term rental operators.
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In this episode of the Short Term Rental Pros Podcast, Jeremy welcomes Brian Meyer to discuss his unique business model that combines short term rentals with houseboats. Brian shares his journey from growing up on the Eastern Shore of Maryland to founding Flow Home, a company offering luxurious floating homes as short-term rental properties. They touch on Brian's background in paddleboarding and the skills that translated to his current venture. The discussion covers the operational logistics, regulatory challenges, and the scalability of Flow Home, as well as the significant benefits and novel experiences these floating homes provide guests. Brian emphasizes the importance of creating a superior guest experience and shares insights on how Flow Home has maintained high occupancy rates and rapid growth. Stay tuned to learn more about this innovative take on short-term rentals and the future of water-centric living.
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In this episode of the Short Term Rental Pros podcast, host Jeremy and Patryk dive into high-level conversations about the short-term rental industry. They discuss the importance of being in the right rooms, share experiences from recent conferences, and explore the dynamics of their successful property management ventures. The episode also highlights Patryk's acquisition of a well-known co-host company, networking strategies, and the impact of their business on clients and staff. Listeners can gain actionable takeaways on scaling responsibly, building strong relationships with clients, and fostering community connections.
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In this episode of the Short Term Rental Pros Podcast, host Jeremy is joined by Matt and Lori to discuss their progress over the past year in the short term rental market. The episode covers various expert discussions featuring speakers like Patrick Swiatek and John Bianchi. Matt and Lori share their experiences transitioning from property arbitrage to co-hosting, the benefits of investing in Florida versus Canada, and the importance of hands-on management. They also delve into their flipping background, real estate strategies, and the challenges of managing properties remotely. The episode concludes with their future plans to expand their boutique co-hosting business and diversify their property portfolio.
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In this episode of the Short Term Rental Pros Podcast, host Jeremy is joined by John Bianchi to discuss a range of topics vital for success in the Airbnb market. Despite a challenging trip to the studio due to a nationwide computer virus, Bianchi shares his expertise on leveraging a data-driven approach to identify profitable properties and stresses the importance of having a reliable team to execute one's vision. The conversation delves into the rising demand for large group travel accommodations, highlighting the transition from traditional hotels to more unique, amenitized properties. They explore future trends in the market and provide actionable advice for Airbnb investors on ensuring long-term profitability and navigating potential downturns.
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Jeremy sits down with Seb, a successful short-term rental investor. Seb shares his journey from dealing with flight debacles to investing in short-term rentals. He discusses his background as a professional athlete from Uruguay, his transition to finance, and how he and his wife started their real estate business in Maine. Seb details various investment strategies, including flips, long-term, and short-term rentals, emphasizing the challenges and successes of each. The conversation also covers the importance of financing, handling construction, and working with investors. Seb outlines a new project involving 17 acres of lakefront property, which he plans to develop into a profitable short-term rental while navigating the complexities of local regulations and financing.
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In this episode Jeremy is joined by Mark and Xander, two highly successful real estate agents from the Poconos. They delve deep into their personal journeys into the short-term rental (STR) market, share insights on regulations and market idiosyncrasies in the Poconos, and discuss tips for succeeding in the ever-evolving STR landscape. From winter tourism trends to the impact of amenities like pet-friendly yards and game rooms, the conversation highlights essential strategies for potential investors and existing property owners. They also touch upon their own successful investments and the importance of attentively managing properties, as well as insights into other areas like long-term rentals and commercial opportunities.
00:00 Introduction to the Podcast
00:22 Meet the Poconos Power Brokers
00:44 Getting Started in Real Estate
01:23 Navigating Poconos Regulations
03:36 Impact of COVID-19 on Real Estate
03:52 Poconos as a Prime Destination
07:39 Client Demographics and Investment Strategies
11:33 Creating Standout Rental Properties
18:08 The Importance of Amenities
24:47 Challenges and Opportunities in Property Management
26:00 High School Hustle
26:21 Generational Differences
26:43 Family Business Dynamics
27:24 Short Term Rental Market Insights
28:48 Investment Strategies and Opportunities
30:35 Personal Experiences and Unique Selling Points
32:06 Challenges and Success Stories
34:02 Real Estate Market Trends
39:34 Pro Tips for Short Term Rentals
49:30 Conclusion and Contact Information -
In this episode Jeremy interviews Natalie Palmer, a prominent figure in the short-term rental space and host of the No Vacancy Podcast. Natalie shares her journey of managing ten condos within a single complex, operating them like a boutique hotel and the efficiencies gained through centralized operations. They discuss the benefits of scaling in one location, the operational challenges in rural markets, and the significance of building strong vendor relationships. The conversation also touches on Natalie's experience hosting large conferences, the thin margins involved, and the networking advantages these events provide. The episode concludes with a fascinating discussion about Natalie's new passion project: a podcast exploring various conspiracy theories.
00:00 Introduction to the Podcast
00:37 Meet Natalie Palmer
01:47 Centralized Operations in Short Term Rentals
05:05 Challenges and Benefits of Rural Markets
12:37 Hosting Conferences and Events
20:55 The Value of Networking
27:27 Exploring New Interests
29:27 Conspiracy Theories and Trump's Assassination Attempt
30:16 Security Lapses and Theories
33:30 Speculations on the Shooter's Motives
36:40 Potential Consequences of a Successful Attempt
38:16 The Role of Media and Public Perception
44:45 Conspiracy Theories and Public Trust
45:35 Introducing a New Podcast on Conspiracies
52:48 Real Estate and Tangible Investments
54:04 Conclusion and Contact Information -
In this episode of the Short Term Rental Pros Podcast, host Jeremy Werden reconnects with Merritt, who shares his journey transitioning from long-term to short-term rentals due to tenant rights challenges in New York. Merritt narrates his initial skepticism, the hurdles, and eventual success through systematic and automated processes. He elaborates on his foray into property management, the complexities of property arbitrage deals, and offers insights on local market knowledge and revenue management. Personal aspects, such as balancing family life and entrepreneurial growth, are also touched upon. Merritt highlights his strategic expansion into Fort Lauderdale, emphasizing the value of partnerships. Additionally, Merritt discusses his evolution from basic tools to advanced property management strategies, focusing on revenue over occupancy, and his ambitious goal to triple his business by 2025. He advises newcomers against analysis paralysis, favors action, and shares his recent experiences, including a productive visit to Dumbo and an upcoming mastermind seminar.
00:02 Introduction to the Podcast
00:39 Merritt's Journey into Short-Term Rentals
03:19 Personal Life and Entrepreneurial Spirit
05:29 The Importance of Time Freedom
07:12 The Role of Virtual Assistants
16:19 Networking and Growth
25:03 Challenges with Arbitrage Deals
33:34 The Risks of Arbitrage in Real Estate
36:39 Challenges with Landlords and Property Management
41:21 Lessons Learned and Strategic Shifts
45:46 Focusing on Revenue Management and Market Knowledge
50:15 Expanding to New Markets and High-End Properties
01:02:13 Pro Tips for Newcomers and Future Goals
01:04:34 Conclusion and Final Thoughts -
In this episode of the Short Term Rental Pros Podcast, host Jeremy Worden interviews Wil Slickers, a prominent figure in the hospitality and podcast industry. Having recently attended the SCIF Short Term Rental Summit, Wil brings valuable and current content including discussions about the evolving landscape of short term rentals and industry regulations. Wil also delves into his personal journey from a disillusioned hotel manager to quitting his job, starting his own podcast 'Slick Talk: The Hospitality Podcast', and eventually creating the Hospitality FM podcast network. Highlighting his property management experiences, Wil emphasizes the importance of providing hospitality and consistent quality. Throughout the episode, he offers practical advice on podcasting and stresses the value of audience feedback for improvement. Tune in to learn more about the short term rental industry, entrepreneurial insights, and the influence of hospitality in today's market.
00:02 Introduction to the Podcast
00:33 Guest Introduction: Wil's Background
01:32 Starting the Podcast Journey
04:14 Building a Podcast Network
08:09 Military Experience and Personal Growth
10:20 Property Management Business
14:39 Industry Insights and Current Trends
21:23 Marriott's Strategic Moves in Loyalty and AI
22:30 Corporate Travelers and Loyalty Programs
24:24 Regulations and Their Impact on Short-Term Rentals
27:40 New York's Short-Term Rental Ban and Its Consequences
32:23 Innovative Approaches in the Short-Term Rental Market
34:37 Airbnb's Future as a Social Media Platform
38:19 Podcasting Tips and Future Plans
41:52 Conclusion and Farewell -
This episode of the Short Term Rental Pros podcast features an in-depth conversation with Jeremy Werden and young entrepreneur Thomas Morey, detailing Thomas's journey in the short term rental business. Starting during his college years, Thomas grew his operation from zero to 14 properties, transitioning from a college student to a full-time entrepreneur. The discussion highlights the challenges and breakthroughs Thomas faced, including his shift from considering arbitrage deals to focusing on co-hosting, leveraging his youthful insight into technology for business optimization, and his personal growth amidst struggles with mental health. Moreover, Thomas shares actionable insights for those looking to enter the short-term rental market, emphasizing the importance of scalability, understanding market demand, and efficient operational strategies.
00:00 Introduction to Thomas Morey's Journey
00:38 Diving Into the Podcast with Thomas Morey
01:10 Thomas's Start in Short Term Rentals
01:49 The Challenges and Triumphs of Starting Out
02:42 The Strategy Shift: From Arbitrage to Co-Hosting
16:20 Scaling Up: Securing More Properties
21:16 Optimizing and Expanding the Business
28:41 Reflections and Future Directions
30:54 Unlocking the Secrets to Successful Property Listings
31:21 Custom Pricing Strategies for Individual Properties
31:38 The Art of Capturing Perfect Property Photos
32:21 Maximizing Revenue with Strategic Guest Targeting
33:20 Balancing College and a Thriving Rental Business
33:43 Setting Ambitious Goals Beyond Graduation
35:25 The Power of Mentorship and Community in Business Growth
37:15 Leveraging University Resources for Business Success
46:40 The Entrepreneurial Journey: Reflections and Advice
51:34 Embracing the Future with Confidence and Purpose -
This comprehensive podcast features Jeremy Werden, who shares an insightful and inspiring journey in the short-term rental industry, marked by his entrepreneurial spirit inherited from his family. Starting with a profitable investment in a lake house and expanding to boat rentals and more properties, Jeremy emphasizes the importance of hard work, strategic planning, and community support. Additionally, the podcast delves into the mindset necessary for success, the value of learning from experiences, and giving back to the community. Jeremy discusses the challenges and strategies of scaling a rental portfolio, the significance of dynamic pricing, listing optimization, and developing software to meet user needs. He also highlights the importance of setting clear goals, understanding the balance of risks and returns, and leveraging relationships within the industry. Through his narrative, Jeremy illustrates how to achieve financial freedom by mastering the art of short-term rentals and fostering a sustainable business model.
00:02 Welcome to the Short Term Rental Pros Podcast
00:28 The Journey Begins: From New Jersey to Entrepreneurship
02:02 Family Roots: Lessons from a Single Mother and a Hardworking Father
05:47 Sibling Bonds and Competitive Spirit
09:50 The Entrepreneurial Spark: Early Ventures and College Challenges
21:10 Navigating Career Paths: From Corporate Rejections to Startup Success
32:19 Pivoting to Short-Term Rentals: A Lake House Story
38:39 The Journey to Full-Time Real Estate Investing
39:33 Diving Deep into Renovation and Expansion
41:05 Exploring New Markets: The Florida Venture
48:05 The Shift to Software and Coaching
49:27 Empowering Others Through Coaching and Community
01:00:09 The Future: Goals, Software Development, and Personal Growth -
Tune in to hear Jeremy's insightful discussion with Taylor Jones, a successful entrepreneur who has acquired 160 short-term rental properties. Taylor shares his expertise on expanding services for everyday investors, emphasizing the importance of finding, acquiring, underwriting, and scaling short-term rentals efficiently. Jeremy asks Taylor questions about how to improve his existing properties, exploring potential upgrades for higher revenue and operational advice. Some of Taylor's advice includes practical tips on photo optimization for listings, leveraging amenities for competitive advantage, and using data analytics for better performance measurement and strategic planning.
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In this episode, Jeremy is talking with Sief Khafagi, the founder of Techvestor. Techvestor is a company specializing in short term rental properties. Techvestor impressively manages between 130-140 properties, generating close to $20 million in yearly revenue. Sief shares his journey from tech, including a stint at Facebook, to entering the short term rental market propelled by a personal need for family-friendly accommodations and spotting an investment opportunity in Airbnb properties before they became mainstream.
He covers the importance of assembling the right team to tackle the dynamic challenges of the business, especially in uncharted territories of the short term rental market. Sief also dives into Techvestor's approach to using a traditional syndication model for raising funds and acquiring properties, leaning heavily on innovating operational strategies and maintaining strong leadership to ensure investor confidence and company success.
Connect with Sief on LinkedIn: https://www.linkedin.com/in/siefkhafagi/ -
Ben Wolff, a trailblazer in the short-term rental industry, joins Jeremy for this episode. Ben is co-founder and developer of Onera, a luxury treehouse resort in Texas Hill Country. His experiential hospitality firm Oasi develops and manages a portfolio of landscape resorts, boutique hotels, and luxury retreats.
Ben discusses the challenges and lessons from his first project, Onera Fredericksburg, and how it led to the creation of other ventures like Onera Wimberly and the upcoming Oasi Hill Country resort. This conversation covers financing strategies, the importance of building a solid team, and how creating value for investors is key to advancing in the industry. -
Hanan Kim, a successful property entrepreneur, joins Jeremy this week to dive into the intricacies of scaling in the short-term rental market and transitioning into boutique hotels. She talks about the significance of understanding financials, studying successful properties, and the necessity of continuous education for thriving in this industry. Despite facing challenges, Hanan shares her strategic approaches to various U.S. markets and highlights the importance of operational management, including guest communication and staffing.
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In this epiosde, Jeremy is joined by Shahar Goldboim, a real estate expert who transitioned into short term rentals almost by accident and later innovated in the space by co-founding a tech company, Boom. Located in Miami, Shahar shares his journey from purchasing a high-value property for Airbnb to creating software solutions for property management challenges. His company, DesignBR, managed a portfolio worth $150 million before he shifted focus to Boom, a tech wing designed to optimize property management systems (PMS) with AI, offering features like task management, owner and guest portals, website builder, and business intelligence. The episode covers a range of topics from the importance of loving what you do, finding your niche, leveraging technology for efficiency, to practical advice on managing short term rentals and scaling your business. Shahar emphasizes the value of creating win-win situations and using data to improve operations and guest experiences.
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In this episode, Jeremy is joined by Mark Lumpkin from STR Cribs, a company that specializes in designing and renovating short-term rental properties. Mark discusses the concept of the 'amenities arms race,' highlighting the necessity for hosts to continuously innovate and invest in their properties to provide unique, high-quality guest experiences. He shares insights on the significance of thoughtful design, the impact of specific amenities like pickleball courts and full-length mirrors, and the importance of preemptive maintenance and renovations. The duo also explores the challenges and strategies around permitting, budgeting for renovations, and identifying properties with unique features that can stand out in the market.
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