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Short Term Rental Pros Podcast
Jeremy Werden
72 episodes
11 months ago
The Short Term Rental Pro Podcast is dedicated to sharing knowledge, experiences, and actionable takeaways from those who have built successful short-term rental and Airbnb businesses. STR Pro aims to inspire and educate the next generation of successful STR investors. Our host, Jeremy Werden is the founder of several 6 and 7-Figure short-term rental businesses. Jeremy has a 25 listing Airbnb portfolio that brings in over $1,000,000 a year and has done so through using multiple Airbnb / short-term rental strategies such as buying properties, managing (a.k.a “co-hosting”), renting and subletting (a.k.a “rental arbitrage”), and glamping. He has built this business from the ground up in only a short couple of years. He also has a 7 unit boat rental fleet. In order to scale these businesses Jeremy has had to leverage other people’s money (OPM) and financing which he talks about during podcast episodes. Jeremy also is the Co-Founder of BNBCalc, the premiere software for analyzing and under-writing short-term rental investments that has thousands of users. He also started the BNBPro Mastermind, a tight-knit community of hosts building their Airbnb empires together. Jeremy regularly posts on social media and also received more than 50M views across platforms. Each episode, we delve into the stories and experiences of successful short-term rental hosts, and get insights on how they built their businesses from the ground up. We also talk to service providers who have built innovative tools that are helping hosts automate or enhance their businesses. Whether you're a seasoned short-term rental host or just starting out, this podcast is packed with valuable tips and strategies to help you grow your business and achieve success. Feel free to reach out to Jeremy on Instagram @jeremywerden
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Entrepreneurship
Business,
Investing
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All content for Short Term Rental Pros Podcast is the property of Jeremy Werden and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
The Short Term Rental Pro Podcast is dedicated to sharing knowledge, experiences, and actionable takeaways from those who have built successful short-term rental and Airbnb businesses. STR Pro aims to inspire and educate the next generation of successful STR investors. Our host, Jeremy Werden is the founder of several 6 and 7-Figure short-term rental businesses. Jeremy has a 25 listing Airbnb portfolio that brings in over $1,000,000 a year and has done so through using multiple Airbnb / short-term rental strategies such as buying properties, managing (a.k.a “co-hosting”), renting and subletting (a.k.a “rental arbitrage”), and glamping. He has built this business from the ground up in only a short couple of years. He also has a 7 unit boat rental fleet. In order to scale these businesses Jeremy has had to leverage other people’s money (OPM) and financing which he talks about during podcast episodes. Jeremy also is the Co-Founder of BNBCalc, the premiere software for analyzing and under-writing short-term rental investments that has thousands of users. He also started the BNBPro Mastermind, a tight-knit community of hosts building their Airbnb empires together. Jeremy regularly posts on social media and also received more than 50M views across platforms. Each episode, we delve into the stories and experiences of successful short-term rental hosts, and get insights on how they built their businesses from the ground up. We also talk to service providers who have built innovative tools that are helping hosts automate or enhance their businesses. Whether you're a seasoned short-term rental host or just starting out, this podcast is packed with valuable tips and strategies to help you grow your business and achieve success. Feel free to reach out to Jeremy on Instagram @jeremywerden
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Entrepreneurship
Business,
Investing
Episodes (20/72)
Short Term Rental Pros Podcast
Jordan designed 300 Airbnbs in two years
Jordan McDonough is a Co-Founder of Somerled Designs (a short term rental design company). Her and Jeremy sit down and have a convo about how she has helped build a design power-house with 60 employees in two years. Learn how she built her company and how her clients are having success launching high-potential Airbnb's.
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1 year ago
57 minutes

Short Term Rental Pros Podcast
Behind the Man Behind The Stays Experiential Hospitality Podcast. Meet Zach from Journey
In this episode of the Short Term Rental Pros Podcast, Jeremy welcomes guest Zach, who shares his unique perspective on short-term rentals and his recent transition into a new role with Journey, a next-generation loyalty program. Zach discusses the acquisition of his previous company, Stay Watched, by Journey, and sheds light on the new platform's vision of combining vacation rentals and boutique hotels into a unified loyalty program. They delve into the importance of crafting unique, luxurious, and high-value experiences for guests, the shifting landscape of consumer expectations towards luxury, and the significant role of social media in direct marketing for short-term rentals. Key takeaways include building a strong hospitality brand, leveraging social proof, and focusing on fewer but highly differentiated units to create exceptional guest experiences.
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1 year ago
59 minutes

Short Term Rental Pros Podcast
Navigating Challenges and Triumphs: Hurricanes, High-Profile Events, and Industry Insights
In this comprehensive episode of the Short Term Rental Pros podcast, Jeremy recounts a period filled with remarkable events and significant challenges. From dealing with the aftermath of two hurricanes affecting properties in Florida and North Carolina, to attending the Chicago Marathon and VRMA conference, Jeremy shares personal stories and key lessons on resilience, the importance of flood insurance, and community support. The episode highlights insights from major conferences discussing networking, AI, and short-term rental software innovations. Additionally, it delves into the creation and growth of BNBCalc, a tool aimed at enhancing short-term rental portfolios, and the ambitions behind it. Jeremy also reflects on his encounters with major companies and a high-profile interview involving Tim Walz, navigating logistics with the Secret Service. Moving between personal anecdotes, industry advancements, and future aspirations, the episode underscores the power of mission-driven investments, consistency, and seizing unique opportunities in the rental industry.
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1 year ago
53 minutes

Short Term Rental Pros Podcast
Navigating the Short-Term Rental Industry with Emir Dukic
In this episode of the Short Term Rental Pros Podcast, Jeremy sits down with Emir Dukic shares his extensive journey and insights in the short-term rental industry. Emir, who started as a civil engineer, transitioned into the tech startup world before venturing into real estate. He co-founded Rabbu, a platform aiming to be the 'Zillow' of short-term rentals by providing investment data, agent, and lender connections. Emir recounts his personal history from emigrating from Bosnia to settling in the U.S., his early entrepreneurial ventures, and developing Rabbu. Rabbu offers tools for property management and investment, focusing now on data and lead generation for real estate agents and lenders. Despite industry challenges amplified by recent market conditions, Emir emphasizes the sustained growth and demand in the short-term rental space and Rabbu's role in professionalizing the asset class. Throughout the conversation, Emir shares the strategic pivots Rabbu undertakes to adapt to industry changes and market demands.
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1 year ago
53 minutes

Short Term Rental Pros Podcast
Scaling Short-Term Rentals and Leveraging AI with Jay Ulrich
In this episode of the Short Term Rental Pros Podcast, host Jeremy interviews Jay Ulrich, a successful operator of approximately 37 properties. Jay shares his journey from being a civil engineer to becoming a full-time short-term rental entrepreneur. He discusses the dynamics of scaling a property management company and co-founding HostBuddy AI, a software that aims to streamline communication for rental hosts through powerful AI tools. Jay reveals insights on property management models, current market trends in San Diego, and how HostBuddy enhances guest communication, increasing efficiency and guest satisfaction. The episode emphasizes the importance of strong relationships with property owners and the innovative use of technology in the short-term rental space.
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1 year ago
58 minutes

Short Term Rental Pros Podcast
From Losing $6,000,000 / month to Building a Pricing Software Powerhouse with Andrew Kitchell
In this episode of the Short Term Rental Pros Podcast, host Jeremy sits down with with Andrew, a key figure behind Wheelhouse, a software designed for pricing and revenue management in the short-term rental market. The discussion covers the impact of COVID-19 on the industry and how Wheelhouse adapted by restructuring their business model to focus on software development. Andrew delves into the nuances of managing urban versus rural short-term rentals, the challenges and strategies for scaling a rental portfolio, and the impact of new technologies like electric cars and social media on the hospitality industry. He highlights Wheelhouse’s offerings, including their advanced revenue management tools and how these tools can help property managers increase efficiency and scale their businesses. The conversation also touches on predictions for the future of the industry, emphasizing the importance of local data and the evolving landscape of short-term rentals.
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1 year ago
56 minutes

Short Term Rental Pros Podcast
Crushing It in Co-Hosting: Ryan Shapiro's Journey from Sales to Short-Term Rental Success
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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1 year ago
43 minutes

Short Term Rental Pros Podcast
Scaling Success in Short Term Rentals with Kyle's Mega Property Portfolio
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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1 year ago
39 minutes

Short Term Rental Pros Podcast
From Superhost with 100 Properties to Building HostGPO
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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1 year ago
50 minutes

Short Term Rental Pros Podcast
Floating Hotel Empire with Brian Meyer
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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1 year ago
1 hour 5 minutes

Short Term Rental Pros Podcast
YOU NEED TO BE IN THE RIGHT ROOMS with Patryk Swietek
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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1 year ago
27 minutes

Short Term Rental Pros Podcast
Managing a South Florida Portfolio from Another Country
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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1 year ago
20 minutes

Short Term Rental Pros Podcast
Catching up with The Airbnb Data Guy John Bianchi
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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1 year ago
1 hour 2 minutes

Short Term Rental Pros Podcast
Building Short-Term Rentals from Scratch in Maine with Seb
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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1 year ago
52 minutes

Short Term Rental Pros Podcast
Mastering the Poconos Market in Short Term Rentals
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
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1 year ago
51 minutes

Short Term Rental Pros Podcast
The Power of Centralized Operations in Short-Term Rentals with Natalie Palmer
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
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1 year ago
55 minutes

Short Term Rental Pros Podcast
Navigating and Mastering Short Term Rental Management: Insights with Merritt
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
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1 year ago
1 hour 5 minutes

Short Term Rental Pros Podcast
From Hotel Management to Podcast Network - A Journey with Wil Slickers
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
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1 year ago
43 minutes

Short Term Rental Pros Podcast
How To Scale Successfully in Short-Term Rentals w/ Thomas Morey
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
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1 year ago
59 minutes

Short Term Rental Pros Podcast
How I grew my Short-Term Rental Business
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
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1 year ago
1 hour 15 minutes

Short Term Rental Pros Podcast
The Short Term Rental Pro Podcast is dedicated to sharing knowledge, experiences, and actionable takeaways from those who have built successful short-term rental and Airbnb businesses. STR Pro aims to inspire and educate the next generation of successful STR investors. Our host, Jeremy Werden is the founder of several 6 and 7-Figure short-term rental businesses. Jeremy has a 25 listing Airbnb portfolio that brings in over $1,000,000 a year and has done so through using multiple Airbnb / short-term rental strategies such as buying properties, managing (a.k.a “co-hosting”), renting and subletting (a.k.a “rental arbitrage”), and glamping. He has built this business from the ground up in only a short couple of years. He also has a 7 unit boat rental fleet. In order to scale these businesses Jeremy has had to leverage other people’s money (OPM) and financing which he talks about during podcast episodes. Jeremy also is the Co-Founder of BNBCalc, the premiere software for analyzing and under-writing short-term rental investments that has thousands of users. He also started the BNBPro Mastermind, a tight-knit community of hosts building their Airbnb empires together. Jeremy regularly posts on social media and also received more than 50M views across platforms. Each episode, we delve into the stories and experiences of successful short-term rental hosts, and get insights on how they built their businesses from the ground up. We also talk to service providers who have built innovative tools that are helping hosts automate or enhance their businesses. Whether you're a seasoned short-term rental host or just starting out, this podcast is packed with valuable tips and strategies to help you grow your business and achieve success. Feel free to reach out to Jeremy on Instagram @jeremywerden