Recorded at the STR Wealth conference in Nashville, Jeremy is joined by Mike Chang and Syed Lateef to discuss the challenges and victories of running Airbnb businesses. They highlight the importance of in-person networking, acknowledging that everyone encounters issues in their operations and solutions often come from shared experiences. The group also shares how they've managed to significantly scale their businesses, not without attendant problems - ranging from everyday operations to lawsuits. Syed talks about the experience of running a 300-unit Airbnb arbitrage business, developing his personal branding, and building relationships in the industry. The group emphasizes building personal brand to create a supportive network and solving problems collectively.

In this episode, Jamie Lane, the Chief Economist at AirDNA, joins Jeremy for a detailed discussion about the nuances of property investment in the short term rental market. Jamie explains how the updated version of AirDNA offers a wealth of data on the global market, that helps users pick and analyze potential markets for investment, study past property performance, and even manage the pricing, bookings, and general operations of their properties. An exciting revelation discussed is AirDNA's foray into the property management systems space. Throughout the conversation, both Jeremy and Jamie stress on the fact that nuance and due diligence are key for success in the industry, since the short-term rental market is significantly different from the long-term one and predictive algorithms and metrics must be understood correctly to make informed decisions.

Sabrina Guler of Techvestor, a short-term rental fund, joins Jeremy for this episode. Sabrina shares everything from how she met her business partner via TikTok, to raising money and purchasing properties. She explains their impeccable process, from managing renovations and designs, dealing with property issues, optimizing bookings and revenues, maintaining five-star reviews, to finally selling properties with profits. She emphasizes the importance of details, creativity, and high standards in providing an excellent guest experience and outdoing the competition within the short-term rental industry. Sabrina also forecasted a positive future growth for the industry and urged investors to strategically study the market and invest in the little details that make a big impact.

In this episode, the Jeremy talks with Taylor Jones. Taylor shares his journey from posting about his personal experiences with short-term rentals to gaining tens of thousands of followers. He explains how he runs the acquisitions team at Techvestor, a short-term rental investment fund that acquires properties, renovates and furnishes them, and then splits the profits with investors. Taylor details the importance of amenities in setting your property apart, from game rooms and fire pits.

In this episode, Isaac French, a pioneer in the short-term rental industry, shares the story behind Live Oak Lake, his unique short-term rental resort. Isaac delves into his upbringing in a farmer's family, finding his passion for design and construction, breaking into the short-term rental industry with creative projects, and the importance of creating an unforgettable guest experience. He also talks about his experience selling Live Oak Lake for $7 million, which amounted to a 6.5x revenue multiple, highlighting the importance of creating multifaceted, commercial entities to maximize investment returns. Moreover, Isaac discusses the significance of social media in marketing rental properties, automation of operational processes to achieve efficiency, and his upcoming projects and initiatives.

In this episode, Jeremy is joined by Alex Shapiro, creator of CanMonkey - a service revolutionizing the short-term rental property business by automating trash removal. Alex shares the journey of starting and scaling CanMonkey from dealing with improperly handled trash complaints to growing his service across 18 states in the U.S, motivated by a commitment to uninterrupted service, customer satisfaction, and keen attention to detail. We delve into the potential evolution of CanMonkey as a one-stop-shop for rental property services, leveraging its consistent presence at properties, and its vast data collected from properties which could benefit other business ventures, such as insurance firms. Alex's journey is an inspirational message about seizing opportunities emerging from challenges.

01:32 Understanding the CanMonkey Service

04:44 The Importance of Trash Management in Short Term Rentals

06:44 The Benefits of Using CanMonkey Service

07:17 The Expansion and Future of CanMonkey

07:39 The Challenges and Solutions in Trash Management

09:26 The Importance of Compliance with Trash Regulations

10:08 The Role of CanMonkey in the Gig Economy

16:42 The Growth and Expansion of CanMonkey

29:02 The Challenges and Successes in Starting CanMonkey

32:36 The Future Prospects of CanMonkey

41:51 Exploring the Potential Market for Trash Collection Services

42:33 The Challenges and Opportunities of Bootstrapping a Business

42:44 The Shift Towards a Renter's Nation and Its Implications

43:40 Exploring New Business Opportunities in the Rental Market

45:06 The Journey of Bootstrapping and Scaling a Business

45:58 Understanding Customer Churn and Retention in the Rental Market

55:53 The Potential of Expanding Services Beyond Trash Collection

01:08:14 The Importance of Staying Focused and Adapting in Business

01:12:29 The Future of Can Monkey: Scaling and Diversifying Services

01:17:09 The Power of Persistence and Staying True to Your Business Vision

In this episode of the Short Term Rental Pros Podcast, host Jeremy Werden reflects on the past year, discussing his achievements and challenges in the short term rental business, as well as his personal milestones like his recent engagement. He highlights his revenue growth in 2023, his impactful experiences in providing mentorship, and future goals for his businesses in 2024. Jeremy also shares his outlook on market trends and industry predictions for the upcoming year. Lastly, he emphasizes the importance of setting and sharing clear, specific goals for personal and business growth

In this episode, Jeremy welcomes back STR Pro Patryck Swietek. Hear how he went from just 14 listings to managing a whopping 33 listings and with 9 more on the way (Total of 42 listings) in the Joshua Tree area. Learn the strategies that propelled him to $250k/month in Airbnb. This episode is packed with actionable tips for scaling your hosting business like a pro. Don't miss this must-listen episode!

Unlock the secrets to explosive Airbnb growth with Jeremy and Patryck!

In this episode, Jeremy interviews Arthur Colker, Founder and CEO of Stayfi. We talked about how he started his Short Term Rental journey and the features and benefits of using StayFi to increase your direct bookings

In this episode, join Jeremy and Kyle Miklasz for an insightful and engaging conversation that goes beyond the numbers. He will share the fascinating story of how he was able to acquire a barn in Wisconsin for only $775,000 in an off-market deal without any realtors and how he transformed a barn into an amazing Airbnb destination that makes $300,000+ a year!

Whether you're a seasoned investor or just starting, this episode is your ticket to learning from the experiences. Tune in for an episode packed with inspiration, practical insights, and the secrets to Kyle Miklasz's success in real estate and short-term rentals.