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.

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.

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.

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.

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