Ready to get started in Airbnb investing? Book a free strategy session with my team here. https://calendly.com/martyna-boss-str/strltb?utm_source=youtube&utm_medium=podcast&utm_campaign=podcast  In this episode, Michael Chang and Simon Lehmann, the the leaders in the short-term rental industry, share insights on the evolution of the industry, the impact of COVID-19, the role of technology, and the challenges faced by major OTAs. The conversation delves into the challenges and the future outlook of the industry. It also explores the importance of unit density, market localization ..read more

Ready to get started in Airbnb investing? Book a free strategy session with my team here. https://calendly.com/martyna-boss-str/strltb?utm_source=youtube&utm_medium=podcast&utm_campaign=podcast   In this episode, host Michael Chang welcomes Ann Marie Folan, a real estate broker at Douglas Elliman, to discuss her journey from being a real estate attorney to a successful real estate broker and investor in Manhattan and the Hamptons. They explore Ann Marie's strategies for real estate investments, including the short-term rental market, and delve into her personal story of how she le ..read more

Ready to get started in Airbnb investing? Book a free strategy session with my team here. https://calendly.com/martyna-boss-str/strltb?utm_source=youtube&utm_medium=podcast&utm_campaign=podcast   In this episode, host Michael Chang welcomes Sam Dundas, co-founder of Besty Ai, to discuss the transformative role of AI in the short-term rental industry. They explore how Besty Ai enhances guest communication, automates tasks, optimizes operations, and drives revenue growth for property managers. The conversation covers Sam's journey from property management to AI, the economic implica ..read more

Ready to get started in Airbnb investing? Book a free strategy session with my team here. https://calendly.com/martyna-boss-str/strltb?utm_source=youtube&utm_medium=podcast&utm_campaign=podcast In this episode, Michael Chang and Sean Rakidzich share their insights on scaling an Airbnb arbitrage business. They discuss the benefits of arbitrage over buying properties, emphasizing immediate cash flow and rapid expansion. Sean also talks about the challenges of scaling, the significance of core values, and future growth opportunities in distressed multifamily properties. 00:00 Introdu ..read more

Ready to start your short term rental investing journey? Book a FREE 1:1 strategy call with my team. https://calendly.com/martyna-boss-str/strltb?utm_source=youtube&utm_medium=podcast&utm_campaign=book%20a%20call In this episode of STR Like The Best, host Michael Chang interviews Zach Edelman, a Senior Account Executive at Easy Street Capital. Zach shares his expertise in STR lending, specifically on DSCR loans, which are ideal for short-term rental investors. He discusses the nuances of DSCR loans, their advantages over conventional loans, and his journey from underwriting to a front ..read more

In this episode of STR Like The Best, host Michael Chang interviews Gil Chan, the CEO and founder of Crafted Stays, who shares his journey from a tech background to becoming a successful short-term rental investor & entrepreneur. Gil's company helps hosts build polished websites and strategic marketing plans to drive more direct bookings. They also delve into practical tools and tactics for collecting emails, effective marketing campaigns, and leveraging social media for better ROI. This episode is a comprehensive guide for STR hosts looking to optimize their business and reduce OTA depend ..read more

In this episode of 'STR Like the Best,' host Michael Chang welcomes Kenny Bedwell, CEO and founder of STR Insights. They discuss the importance of data analysis for growing a short-term rental business. Kenny shares his personal journey from a corporate professional to owning multiple short-term rental properties. He offers insights on the best high-ROI amenities, the significance of understanding guest avatar, and practical tips for using data to make informed investment decisions. 00:26 Guest Introduction: Kenny Bedwell 03:18 First Short-Term Rental Experience & Challenges 08:19 How to U ..read more

In this podcast episode, I had a great chat with Mark Simpson, the founder of Boostly. We discussed strategies to enhance direct bookings for short-term rental properties. The discussion covers the difficulties of over-relying on Online Travel Agents (OTAs) like Airbnb and the importance of building a direct booking channel. Mark shares practical marketing and branding tips to drive traffic. We delve into the significance of email marketing, social proof, and leveraging influencer partnerships to create trust and retain guests. This episode is packed with actionable advice for rental host ..read more

In this episode, I welcome Parker Borofsky, one of the top short-term rental lenders and an investor with an impressive portfolio, including a peacock farm.    Parker shares her journey into short-term rental investment and lending, discussing the nuances of mortgage lending, the impact of COVID-19 on the real estate market, and insights into current mortgage rates.    With Parker’s expertise in the STR lending industry, she provides a deep dive into the mortgage process, offering listeners a glimpse into the short term rental financing. Additionally, Parker and Michael exp ..read more

In this episode, we interviewed Kevin Leong who remarkably scaled his Airbnb Arbitrage business from 0 to 81 units in just one year using business credit. Kevin shares insightful details on the catalytic role of mentorship and the undeniable power of community in supercharging progression in the business world.   Key Highlights: ➡️The Foundation of Success: Kevin emphasizes the paramount importance of having a mentor and a support system of like-minded individuals. The community is a crucial aspect for navigating through the early stages of a business venture, providing guidance, encourag ..read more